Legal Research AI

United States v. Cutler

Court: Court of Appeals for the Second Circuit
Date filed: 2008-03-17
Citations: 520 F.3d 136
Copy Citations
16 Citing Cases
Combined Opinion
     05-2516-cr(L), 05-3303*-cr(L), 05-6178*-cr(XAP)
     USA v. Cutler


 1                       UNITED STATES COURT OF APPEALS

 2                           FOR THE SECOND CIRCUIT

 3                                 - - - - - -

 4                             August Term, 2006

 5   (Argued: April 24, 2007                  Decided: March 17, 2008)

 6

 7        Docket Nos. 05-2516(L), 05-3303*-cr(L), 05-6178-cr*(XAP)

 8   _________________________________________________________

 9   UNITED STATES OF AMERICA,

10                               Appellant,

11                               - v. -

12   JAMES CUTLER,
13                               Defendant-Appellee.


14   UNITED STATES OF AMERICA,

15                               Appellee-Cross-Appellant,

16                               - v. -

17   SANFORD FREEDMAN,
18                            Defendant-Appellant-Cross-
19                            Appellee.
20   _________________________________________________________

21   Before:   JACOBS, Chief Judge, KEARSE and POOLER, Circuit Judges.

22              Appeals by the United States challenging the sentences

23   imposed on the above defendants in the United States District Court

24   for the Southern District of New York, Loretta A. Preska, Judge,

25   following their convictions of, inter alia, bank fraud, tax




     *    Appeals by the government consolidated for purposes of this
          opinion.
 1   evasion, and false statements, and conspiracy to commit those

 2   offenses and mail fraud, 18 U.S.C. §§ 371, 1014, 1341, 1344, and

 3   1623, and 26 U.S.C. § 7201.

 4             Vacated and remanded for resentencing.

 5             Judge Pooler concurs in a separate opinion.

 6                       JUSTIN S. WEDDLE, Assistant United States
 7                       Attorney, New York, New York (Michael J.
 8                       Garcia, United States Attorney for the
 9                       Southern District of New York, Stanley J.
10                       Okula, Jr., Peter G. Neiman, Assistant
11                       United States Attorneys, New York, New
12                       York, on the brief), for Appellant in No.
13                       05-3303.

14                       STANLEY J. OKULA, Jr., Assistant United
15                       States Attorney, New York, New York
16                       (Michael J. Garcia, United States Attorney
17                       for the Southern District of New York,
18                       Justin S. Weddle, Barbara A. Ward, Celeste
19                       L. Koeleveld, Assistant United States
20                       Attorneys, New York, New York, on the
21                       brief), for Appellee-Cross-Appellant in
22                       No. 05-6178.

23                       WILLIAM J. SCHWARTZ, New York, New York
24                       (Jason M. Koral, Kronish Lieb Weiner &
25                       Hellman, New York, New York, on the
26                       brief),   for  Defendant-Appellee James
27                       Cutler in No. 05-3303.

28                       AUDREY STRAUSS, New York, New York (Andrew
29                       T. Gardner, Lisa H. Bebchick, Sloan S.
30                       Johnston, Fried, Frank, Harris, Shriver &
31                       Jacobson, New York, New York, on the
32                       brief),   for  Defendant-Appellant-Cross-
33                       Appellee Sanford Freedman in No. 05-6178.

34   KEARSE, Circuit Judge:

35             Defendants James Cutler and Sanford Freedman, following a

36   jury trial in the United States District Court for the Southern

37   District of New York, Loretta A. Preska, Judge, were convicted,

38   along with others, on various charges relating to extensive bank

39   frauds and tax frauds.   Issues raised in an appeal by Freedman have

40   been dealt with in a summary order filed today, see United States v.

                                      -2-
 1   Freedman, Nos. 05-2516, -6068. This opinion deals with an appeal by

 2   the government, No. 05-3303, challenging the sentence imposed on

 3   Cutler,     and   a   cross-appeal        by    the   government,     No.    05-6178,

 4   challenging the sentence imposed on Freedman.

 5                Cutler was convicted on one count of conspiracy to commit

 6   bank fraud, in violation of 18 U.S.C. § 371; two counts of bank

 7   fraud, in violation of 18 U.S.C. § 1344; one count of making false

 8   statements, in violation of 18 U.S.C. § 1014; one count of tax fraud

 9   conspiracy, in violation of 18 U.S.C. § 371; and two counts of tax

10   evasion, in violation of 26 U.S.C. § 7201.                         He was sentenced

11   principally to a prison term of one year and one day, to be followed

12   by   five    years'   supervised      release,        and    was   ordered   to    pay

13   restitution in the amount of $29,775,000 and to forfeit $1,381,974.

14   Freedman was convicted on one count of conspiring, in violation of

15   18 U.S.C. § 371, to defraud financial institutions and the Internal

16   Revenue Service ("IRS") through false statements in violation of 18

17   U.S.C. § 1014, bank fraud in violation of 18 U.S.C. § 1344, and mail

18   fraud in violation of 18 U.S.C. § 1341; four counts of bank fraud,

19   in violation of 18 U.S.C. § 1344; six counts of making false

20   statements, in violation of 18 U.S.C. § 1014; and one count of

21   perjury, in violation of 18 U.S.C. § 1623.                  Freedman was sentenced

22   principally to a three-year term of probation and was ordered to

23   perform     700   hours   of    community       service     per    year   during   the

24   probationary      period,      to   pay    restitution        in    the   amount    of

25   $14,600,000, and to forfeit $3,013,739.48.

26                The government contends that under the 1997 version of the

27   Sentencing Guidelines ("Guidelines"), which was applied to both

28   defendants, and to which reference is made throughout this opinion,

                                               -3-
 1   a proper sentencing calculation for Cutler would have resulted in a

 2   recommended prison term in the range of 78-97 months.                It contends

 3   that the district court abused its discretion in granting downward

 4   departures to reach a range of 12-18 months and that the prison term

 5   imposed, one year and one day, was substantively unreasonable.                As

 6   to   Freedman,   the   government     contends     that     proper     sentencing

 7   calculations would have resulted in a Guidelines-recommended prison

 8   term in the range of 108-135 months.          The government contends that

 9   the district court erred in certain Guidelines-application rulings

10   and abused its discretion in granting downward departures, and that

11   the sentence imposed--in failing to order a substantial term of

12   imprisonment--was substantively unreasonable.              For the reasons that

13   follow, we vacate both sentences and remand for resentencing.




14                                   I.   BACKGROUND



15              The prosecutions that are the focus of these appeals arose

16   out of the business and financial dealings in the early 1990s of

17   codefendants Stanley S. Tollman and Monty D. Hundley, hotel magnates

18   whose principal business organization in the 1980s, Tollman-Hundley

19   Hotels ("Tollman-Hundley"), owned a network of hotels, including the

20   Days Inn of America ("Days Inn") chain and more than 100 individual

21   hotels. Hundley was tried with Cutler, codefendant Howard Zukerman,

22   and Freedman and convicted on 28 counts relating to these matters.

23   Tollman   left   the   United    States     just   prior    to   his    scheduled

24   arraignment in this case and remains a fugitive.

25              Cutler was Tollman-Hundley's chief financial officer.

                                           -4-
 1   Zukerman was vice president for finance.                  Freedman was Tollman-

 2   Hundley's executive vice president for development and its general

 3   counsel. Government exhibits ("GX") showed that Freedman also owned

 4   various percentages (generally between 2.5 and 4.75 percent) of most

 5   of the business entities owned by Tollman and Hundley.                   (See, e.g.,

 6   GX   601   (Freedman's   1993     application      for    a    Mississippi   gaming

 7   license); GX 601-B (Tollman's 1995 application for a Mississippi

 8   gaming license).)

 9               The evidence as to the principal events, taken in the

10   light most favorable to the government, is described below.




11   A.   The $100 Million Bank Fraud Scheme

12               By   the   late    1980s,    Tollman    and   Hundley     each   had   an

13   estimated net worth of over $100 million, gained largely from the

14   Tollman-Hundley venture.             Tollman and Hundley had financed the

15   growth of their hotel network by borrowing hundreds of millions of

16   dollars from banks and others.           Although they usually borrowed the

17   money through limited liability entities, they also gave their

18   creditors personal guarantees.

19               In the early 1990s, many of the Tollman-Hundley properties

20   were unable to meet their debt service obligations, and a voluntary

21   restructuring    of    the    debt    ensued.      Part   of    the   restructuring

22   required Tollman and Hundley to sign deficiency notes instead of

23   guarantees.      These   notes       made   Tollman   and      Hundley   personally

24   obligated to Tollman-Hundley creditors for much of its debt.                   (See

25   Trial Transcript ("Trial Tr.") at 4256 (contrasting guarantees,

26   which are obligations to pay "in case someone else doesn't," with

                                             -5-
 1   deficiency     notes,      which   "[a]re     direct   obligations     to   pay").)

 2   Ultimately, Tollman and Hundley emerged from the restructuring of

 3   the Tollman-Hundley debt personally responsible for approximately

 4   $100 million of the debt. Freedman participated in the negotiations

 5   that led to this restructuring.



 6         1.   Coordination and Misrepresentations by Freedman

 7                 Also in the early 1990s, Tollman and Hundley negotiated an

 8   agreement to sell key assets of Days Inn to Hospitality Franchise

 9   Systems ("HFS" (now known as Cendant Corporation)), in exchange for

10   the right to receive a specified amount of HFS stock over a several-

11   year period if Days Inn franchises met certain financial targets

12   (the "earn-out agreement").          The performances of those franchises

13   ultimately resulted in Tollman and Hundley receiving HFS shares

14   worth "somewhat in excess of 100 million dollars." (Trial Tr. 3155;

15   see also GX 1504 (citing 16 other exhibits) showing net proceeds

16   totaling more than $107 million from the sales of the HFS stock

17   accruing to Tollman and Hundley.)

18                 Due in large part to the more than $100 million in HFS

19   stock earn-out rights accruing to Tollman and Hundley during the

20   course of the earn-out agreement, Tollman and Hundley appeared to

21   have the capacity to pay off their approximately $100 million in

22   deficiency-note debts to the Tollman-Hundley creditors in full.

23   Instead, Tollman and Hundley planned to use the proceeds from their

24   HFS   stock    to   fund   a   riverboat    casino     venture   in   Mississippi.

25   However, the large outstanding Tollman-Hundley debt, along with the

26   obligations of Tollman and Hundley on the deficiency notes (the

27   first payments on which were due on June 1, 1993), had the potential

                                             -6-
 1   to lay claim to $100 million of the proceeds from the HFS stock and

 2   to cast a pall on their casino plans.                             Accordingly, Tollman and

 3   Hundley embarked on a plan in early 1993, assisted principally by

 4   Freedman,    Zukerman,         and     Cutler,         to    induce    the   Tollman-Hundley

 5   creditors to settle for far less than the balances due on the loans.

 6                In    the       spring    of    1993,          the   coconspirators        did   the

 7   following.       Tollman and Hundley assigned their rights under the HFS

 8   earn-out     agreement         to     Bryanston         Group,      Inc.     ("Bryanston"      or

 9   "Bryanston Group").              Bryanston Group was owned principally by

10   Tollman    and    Hundley;       Freedman         owned      4.75     percent     and   was   its

11   executive vice president.              The assignment agreement was signed for

12   Bryanston by Freedman.

13                In addition, Tollman, Hundley, Zukerman, and Freedman

14   contacted Tollman-Hundley's creditors and represented that Tollman

15   and Hundley were having "great financial problems" (Trial Tr. 2071)

16   and would be unable to satisfy their deficiency-note obligations.

17   Richard    Werner,       a    manager       at   Marine       Midland      Bank   (now   HSBC),

18   testified that beginning early in 1993, he had several discussions

19   on that subject, meeting principally with Zukerman and Freedman.

20   (See id. at 2068-69.)           Zukerman told the bankers that the cash flow

21   from the hotels owned by Tollman-Hundley was insufficient to satisfy

22   all the debts and that Tollman-Hundley itself and Tollman and

23   Hundley individually would consider filing for bankruptcy if they

24   were not able to get all the creditor banks to enter into repayment

25   agreements; Zukerman said they "were in deep financial trouble."

26   (Id. at 2071.)

27                Freedman, "[i]n those conversations and throughout those

28   conversation[s], . . . made other comments in support of those

                                                      -7-
 1   claims about the[] financial distress [of Tollman and Hundley]."

 2   (Id. at 2072.)     Werner testified that Freedman "made statements in

 3   support of they don't have the financial wherewithal to meet these

 4   obligations."     (Id.)

 5               Contemporaneously        with        these        representations,       in

 6   connection with their casino plans, Tollman, Hundley, and Freedman

 7   were submitting applications to the Mississippi Gaming Commission

 8   (or "Gaming Commission") for gaming licenses.                       Each application

 9   attached a schedule ("D Schedule") listing the applicant's business

10   assets and showing, inter alia, the name of the asset, its market

11   value, the names of the other investors in each asset, and the

12   market value of each investor's interest in the asset.                       Freedman's

13   D Schedule showed that the total market value of his own interests

14   in these assets was $3,224,805; it also showed the total market

15   values of Tollman's interests, $34,477,181, and Hundley's interests,

16   $37,183,441.      (See GX 601.)           The D Schedules attached to the

17   applications of Tollman and Hundley were identical to that of

18   Freedman.    (See GX 601-B, 601-E.)

19               In addition to contacting Tollman-Hundley creditors and

20   telling    them   that    Tollman   and   Hundley      were     in    deep    financial

21   trouble,    Tollman      and   Hundley    enlisted       the    aid   of     unindicted

22   coconspirator     James    Cohen,   who    was    to     be    an   investor    in   the

23   riverboat casino venture, to approach some of the creditor banks and

24   offer to buy their Tollman-Hundley loans at steeply discounted

25   prices.     Hundley and Freedman instructed Cohen to conceal his

26   relationship with Tollman and Hundley and to tell the banks instead

27   that he represented an off-shore investor that wanted to do business

28   with Tollman-Hundley and wanted to own the Tollman-Hundley debts,

                                              -8-
 1   but that the interested investor would not be willing, in light of

 2   the (supposed) financial straits of Tollman and Hundley, to pay more

 3   than pennies on the dollar to purchase those debts.                 Freedman gave

 4   Cohen a list of banks to contact, showing the maximum amounts for

 5   which they hoped to persuade the banks to settle, to wit, 20 percent

 6   or less of the outstanding balances.            Cohen was instructed on what

 7   to   say,   in    the   conversations    with   the   banks,   by    Hundley    and

 8   Freedman.        (See Trial Tr. 3736-39.)         During the period of his

 9   negotiations, Cohen made progress reports to Freedman and continued

10   to receive general overall instructions from Tollman, Hundley, and

11   Freedman.    (See, e.g., id. at 3751.)

12               There was, however, no independent interested off-shore

13   investor.    In order to provide the purchaser supposedly represented

14   by Cohen, Freedman had Tollman-Hundley's outside counsel incorporate

15   two companies, Paternoster Second Holdings Inc. ("Paternoster") and

16   Chelsea Acquisitions Inc. ("Chelsea"), that Cohen would say were

17   controlled by the foreign investor.             These companies were in fact

18   controlled by Tollman and Hundley, their expenditures being funded

19   by Bryanston (see GX 1506 ("Debt Purchases by Paternoster/Chelsea

20   Funded by Bryanston")), which was owned by Tollman, Hundley, and

21   Freedman.    Nonetheless, when Chemical Bank made its willingness to

22   sell certain of its Tollman-Hundley loans to Chelsea contingent on

23   the receipt of assurances that Chelsea was not owned or controlled

24   by Tollman or Hundley, Freedman sent the bank a letter stating that

25   the assurances were enclosed; he enclosed a letter signed by Tollman

26   and Hundley "certify[ing] to Chemical Bank that neither [Tollman nor

27   Hundley]    owns    any   legal   or    beneficial    interest,      directly   or

28   indirectly, in [Chelsea]." (GX CH-9 (Letter from Freedman to Thomas

                                             -9-
 1   H. Kozlark, Vice President, Chemical Bank, dated May 23, 1994,

 2   attaching May 12, 1994 letter signed by Tollman and Hundley).)

 3                Tollman and Hundley recruited others, including relatives

 4   of Tollman who had surnames other than Tollman, to pose as officers

 5   of   Paternoster    and    Chelsea   and        to   sign    documents    for   those

 6   companies.    For example, Leon Smith, Tollman's nephew by marriage,

 7   testified that he signed Paternoster contracts at the request of

 8   Freedman and signed Paternoster tax returns at the request of

 9   Cutler.   Smith had never invested in Paternoster and did not know

10   the names of its investors; he had never received any money from

11   Paternoster and did not know the name of anyone who had; he did not

12   "know of any telephone number that anybody could dial in the 1990s

13   where somebody would have answered 'Paternoster.'" (Trial Tr. 2613-

14   14.)

15                When banks eventually agreed with Cohen to sell their

16   Tollman-Hundley debts, some were paid from escrow accounts held by

17   Tollman-Hundley's outside counsel that had ostensibly been funded by

18   Paternoster or Chelsea.       (See GX 1506-A to 1506-D (charts listing

19   the various transactions).) The funds had in fact come largely from

20   Bryanston Group, to which Tollman and Hundley had assigned the

21   lucrative HFS stock rights.          (See GX 1506 (chart showing amounts

22   paid for Tollman-Hundley debt from Bryanston accounts).)

23                The   banks   contacted     by      Cohen      were   not   immediately

24   persuaded to sell their Tollman-Hundley loans cheaply. For example,

25   a representative of First National Bank of Chicago ("First Chicago")

26   with whom Cohen had negotiated (see Trial Tr. 3748) stopped by

27   Cohen's office in New York to "make sure [Cohen] existed" (id. at

28   3749) and expressed concern that Cohen might be seeking to purchase

                                            - 10 -
 1   the loans for Tollman or Hundley (see id.).                   Cohen gave his

 2   assurance, as instructed by Hundley and Freedman, that this was not

 3   the case.       First Chicago was eventually persuaded to sell its

 4   Tollman-Hundley loans, the balances on which totaled approximately

 5   $4.5 million, to Cohen for $1.25 million, selling them to a company

 6   that Cohen testified he had set up for "[f]raudulent transactions"

 7   (id. at 3752).     Although the agreement with First Chicago recited

 8   that Cohen had no agreement to resell the Tollman-Hundley loans to

 9   any entity controlled by Tollman or Hundley, Cohen purchased the

10   loans with the understanding that they would be repurchased by

11   Tollman   and    Hundley,   having   received       that   understanding   from

12   Tollman, Hundley, and Freedman.               (See, e.g., id. at 3752-54.)

13   Paternoster later purchased those loans from Cohen's company, paying

14   Cohen $1.25 million plus interest.             (See id. at 3755-57.)

15               On another occasion, Cohen was able to reach a deal in

16   which his sham foreign investor was to purchase certain of Chemical

17   Bank's Tollman-Hundley loans, whose balances totaled $21.7 million,

18   for 10 percent of that sum.          Cohen called Freedman to find out

19   whether Cohen would be expected to advance the $2.17 million.

20   Freedman immediately responded that Cohen "didn't need to worry

21   about it.    It was taken care of."           (Id. at 3762-63.)

22               The banks repeatedly sought personal financial information

23   from Tollman and Hundley themselves as to their ability to pay the

24   deficiency notes.      Marine Midland, for example, owning Tollman-

25   Hundley loans whose balances totaled some $12.5 million, asked

26   Zukerman and Freedman to provide written financial statements for

27   Tollman and Hundley individually, such as balance sheets, tax

28   returns, and forecasts of future income and cash flow.              At times,

                                          - 11 -
 1   Marine Midland was told that information was not available; at other

 2   times    it    received   documents   that     were   many   inches   thick   but

 3   contained no meaningful information.              (See, e.g., id. at 2073,

 4   2102.)    Marine Midland eventually sold its loans to Paternoster for

 5   $1.75 million.



 6        2.       Misrepresentations by Cutler

 7                  For creditors who remained unsatisfied by the documents

 8   provided by Tollman and Hundley through Zukerman and Freedman,

 9   misinformation was sent by Cutler, Tollman-Hundley's chief financial

10   officer. For example, in January 1995, Cutler sent Wells Fargo Bank

11   ("Wells Fargo") financial statements for Tollman and Hundley "dated

12   as of December 31, 1992," which Cutler represented were "the most

13   recently prepared" financial statements.               (GX WF-6 (Letter from

14   Cutler to Christine Rotter, Vice President/Manager, Wells Fargo

15   Bank, and Michael Sherrow, Eastdil Realty, Inc., dated January 26,

16   1995, at 1).)      These 1992 statements were not in fact Tollman's and

17   Hundley's most recent financial statements; in 1993, Tollman and

18   Hundley had submitted to the Mississippi Gaming Commission personal

19   financial statements as of March 31, 1993, which also showed the

20   anticipated value of Bryanston as of May 31, 1993.              The statements

21   that Cutler sent to Wells Fargo in January 1995 contained an entry

22   for Bryanston--but only under its former name, "Buckhead"--and the

23   Buckhead entry did not include the value of the HFS stock, nearly

24   $45 million of which had been received by mid-February 1994.

25                  In August and September 1995, Cutler provided disparate

26   financial information to three banks and to the Mississippi Gaming

27   Commission.       During that period, he was meeting with and giving

                                           - 12 -
 1   financial information to the Financial Evaluator for the Mississippi

 2   Gaming Commission in support of Tollman's July 31, 1995 application

 3   for a Mississippi gaming license.            On August 18, 1995, Cutler sent

 4   a letter to the Gaming Commission enclosing numerous schedules "[a]s

 5   a   follow-up"   to   supplement   and   correct     Tollman's   application,

 6   including recent financial statements of Bryanston.               (GX 1014-A

 7   (Letter from Cutler to James M. Prewitt, Financial Evaluator,

 8   Mississippi Gaming Commission, dated August 18, 1995).)            Tollman's

 9   application stated that the value of his stock in Bryanston was

10   $21,135,746 (see GX 601-B, Schedule C); his Summary Financial

11   Questionnaire (see GX 601-B, at 2) stated that his net worth was

12   $27,371,230.

13               Contemporaneously, Cutler sent letters to two of the

14   creditor banks stating that he was "[e]nclos[ing] . . . the latest

15   information on the financial condition of Stanley S. Tollman and

16   Monty D. Hundley."      (E.g., GX CH-14 (Letter from Cutler to Thomas

17   Kozlark, Chemical Bank, dated August 18, 1995); GX WF-9 (Letter from

18   Cutler to Dale Christiansen, Wells Fargo Bank, dated September 27,

19   1995).)    A similar letter was sent to Bank of America.          Attached to

20   Cutler's    letters   to   the   banks   were     financial   schedules   that

21   supposedly summarized the business interests, personal assets, and

22   obligations of Tollman and Hundley.             Those schedules represented

23   that Tollman and Hundley, respectively, had personal assets, as of

24   July 31, 1995, of little more than $125,000 and $80,000.

25               The schedules that Cutler sent to the banks did not

26   mention the HFS stock or the ownership interests of Tollman and

27   Hundley in Bryanston; nor did Cutler's letters mention the HFS stock

28   or Bryanston.     Further, in purporting to show other outstanding

                                         - 13 -
 1   debts of Tollman and Hundley, with which the debts of each creditor

 2   bank would ostensibly be competing for collection, the documents

 3   sent by Cutler to the banks identified most of the current note

 4   holders as Paternoster or Chelsea--which, of course, unbeknownst to

 5   the banks, Tollman and Hundley owned.          (See, e.g., GX WF-9 (Letter

 6   from Cutler to Dale Christiansen, Wells Fargo Bank, dated September

 7   27, 1995 (unpaginated attachments)).)

 8              Government exhibits listing the assets that were held in

 9   the name of Tollman or Hundley as of July 31, 1995, but not included

10   on the schedules that Cutler sent to the banks, showed that as to

11   Tollman, the "total value of assets not listed" was $31,592,019

12   (GX 1501 (emphasis in original)), and that as to Hundley, the "total

13   value of assets not listed" was $25,640,795 (GX 1500 (emphasis in

14   original)).      Tollman and Hundley each had an interest in Bryanston

15   alone worth more than $21 million.          (See GX 1500, 1501.)

16              During the course of his participation in the bank frauds,

17   Cutler received more than $900,000 in salary (see GX JD-7), which

18   the   district    court   ultimately   found   was   compensation   for   his

19   participation in those frauds (see Cutler Sentencing Transcript

20   ("Cutler S.Tr.") 106, 113). As additional compensation, Tollman and

21   Hundley gave Cutler the right to purchase stock in the casino

22   venture worth some $400,000.      (See GX 54; Trial Tr. 6664-65.)

23              The trial with respect to the above conduct resulted in,

24   inter alia, (1) the convictions of Cutler and Freedman (along with

25   Hundley and Zukerman) for conspiracy to commit bank fraud; (2) the

26   conviction of Freedman on four substantive counts of bank fraud and

27   six counts of making false statements to federally insured banks for

28   purposes of influencing their decisions with respect to selling the

                                        - 14 -
 1   Tollman-Hundley loans; and (3) the conviction of Cutler on two

 2   substantive counts of bank fraud and one count of making a false

 3   statement to a federally insured bank.

 4                 In addition, Freedman had given deposition testimony under

 5   oath in a bankruptcy proceeding in which Paternoster had filed a

 6   claim.     When questioned with respect to Tollman-Hundley debt that

 7   Paternoster had purchased, Freedman testified, inter alia, that he

 8   had no idea whether Paternoster had ever collected anything on that

 9   debt and that Tollman and Hundley had expressed "concern . . . that

10   that debt has to be paid."                 (GX EM-5X.)       Having initiated the

11   creation     of   Paternoster       on   behalf     of   Tollman    and   Hundley    and

12   overseen Paternoster's purchases of Tollman-Hundley notes precisely

13   to   avoid    having    Tollman      and    Hundley      called    on   to   pay   their

14   deficiency notes, Freedman was convicted of perjury.



15   B.   The $29 Million Tax Frauds

16                 In addition to the above bank frauds, there were tax

17   frauds.      Cutler, as Tollman-Hundley's chief financial officer, was

18   responsible       for   the   tax    reporting      of   Tollman-Hundley       and   the

19   entities it comprised.              For nearly a decade, Cutler caused the

20   salaries of the senior leaders of Tollman-Hundley and certain of

21   their aides to be paid in ways that were designed to evade proper

22   taxation.      For example, instead of being generated by a payroll

23   service, as was the case with respect to most Tollman-Hundley

24   employees, salary checks to these top employees were handwritten by

25   someone who reported directly to Cutler; they were drawn on accounts

26   of entities whose records were not sent to the payroll service; and

27   on orders from Cutler, those entities did not report those salary

                                                - 15 -
 1   payments to the IRS.     Further, salaries were frequently paid in a

 2   form--such as car payments or insurance premiums--that disguised the

 3   fact that they were salary; these payments too went unreported to

 4   the IRS. In addition, some salary payments were simply misdescribed

 5   as nontaxable reimbursement for expenses.        This system, overseen by

 6   Cutler with respect to more than a dozen employees, resulted in the

 7   Tollman-Hundley entities' failure to report more than $29 million of

 8   the employees' earned income.

 9                Cutler himself took advantage of the system he oversaw by

10   causing tens of thousands of dollars paid to him each year not to be

11   reported to the IRS.      For example, he had Tollman-Hundley pay a

12   portion of his salary indirectly by making rent payments directly to

13   his landlord.      And on his own tax returns he underreported his

14   income.      During one seven-year stretch, Cutler understated his

15   income by a total of more than $236,000.

16                In connection with these acts, Cutler was convicted on one

17   count of conspiracy to commit tax fraud and two counts of tax

18   evasion (collectively the "tax frauds").



19   C.   The Sentences

20                The Probation Department prepared a presentence report

21   ("PSR") on each defendant.       The PSRs calculated the total losses

22   from the bank fraud conspiracy by subtracting the amounts for which

23   the banks sold the Tollman-Hundley loans from the balances on those

24   loans.    The losses totaled more than $106 million.

25                Accordingly, the PSRs for both Cutler and Freedman began

26   with a base offense level of 6 pursuant to Guidelines § 2F1.1,

27   applicable    to   offenses   involving     "[f]raud   and   [d]eceit,"   and

                                        - 16 -
 1   recommended that that level be increased by 18 steps because the

 2   loss exceeded $80,000,000, see Guidelines § 2F1.1(b)(1)(S).                   The

 3   PSRs also recommended an additional two-step increase in offense

 4   level    because    "the   offense   involved   .   .   .   more    than   minimal

 5   planning,"     Guidelines     §   2F1.1(b)(2)(A).           Thus,   the    initial

 6   enhancements for Cutler and Freedman resulted in an offense level

 7   of 26.

 8                Additional distinct adjustments were recommended for each

 9   defendant.



10        1.    Cutler

11                With respect to Cutler's conviction on one count of

12   conspiracy to commit tax fraud and two substantive counts of tax

13   evasion, the PSR calculated an offense level of 22 pursuant to

14   Guidelines §§ 2T1.1 and 2T4.1, based on a federal tax loss of more

15   than $5 million.       Combining, pursuant to Guidelines § 3D1.4, the

16   offense levels for Cutler's bank frauds (26) and his tax frauds

17   (22), the PSR recommended a combined total offense level of 28.                As

18   Cutler had no known criminal convictions, his criminal history

19   category was I.      Thus, with an offense level of 28, his Guidelines-

20   recommended range of imprisonment was 78-97 months.

21                Although noting that Cutler apparently had been motivated

22   by monetary gain and that his participation was critical to the

23   success of the frauds, the PSR recommended that the court impose a

24   prison term of only 60 months.          It stated the probation officer's

25   belief that 78 months of imprisonment would cause undue hardship to

26   Cutler's three children (who lived with his ex-wife), to whose

27   support he contributed a total of $1,900 per month, and would

                                           - 17 -
 1   slightly overstate the level of his culpability in the offense.

 2                Cutler challenged the PSR's offense-level calculation on

 3   the ground that it overstated the bank fraud losses and that the PSR

 4   failed to find that he had played a minor role in the bank frauds;

 5   and he moved for downward departures on grounds relating to the

 6   nature   of       his   participation    in      the   frauds        and   his    family

 7   circumstances.          As to the amount of loss, Cutler argued that the

 8   PSR's calculation was erroneous because parts of the bank debts were

 9   nonrecourse, and hence uncollectible against Tollman and Hundley

10   individually; thus, Tollman and Hundley could have repaid the

11   recourse portions of the debts and the banks would have lost the

12   remainder even in the absence of the frauds.                 Cutler argued that the

13   losses caused by the frauds thus totaled only between $40 million

14   and $80 million, rather than in excess of $80 million, and therefore

15   that the offense-level enhancement for amount of loss should have

16   been 17 steps rather than 18 steps.              The court quickly rejected that

17   contention, finding that the amounts of loss caused by the frauds

18   were the differences between the loan balances and the amounts the

19   banks received.

20                As    to    his   participation      in   the    bank    frauds,    Cutler

21   contended that the PSR should have recommended a downward adjustment

22   in offense level pursuant to Guidelines § 3B1.2(b), on the basis

23   that he played only a minor role.                 The court also rejected this

24   contention, finding "a downward adjustment for role in the offense"

25   inappropriate "because of the criticality of Mr. Cutler's role in

26   the success of what we have been calling the money lie."                         (Cutler

27   S.Tr. 29.)    The court thus "conclude[d] that a total offense level

28   of 28 is appropriate."          (Id. at 30.)

                                             - 18 -
 1                Cutler    moved    for    a     downward             departure   pursuant      to

 2   Guidelines § 2F1.1, arguing that he performed only a few fraudulent

 3   acts and that his personal gain was minimal, and hence that the

 4   magnitude of the loss overstated his role and culpability in, and

 5   his gain from, the offense.           See generally id. Application Note 10

 6   ("In a few instances, the loss determined under subsection (b)(1)

 7   may overstate the seriousness of the offense.                        This may occur, for

 8   example, where a defendant attempted to negotiate an instrument that

 9   was so obviously fraudulent that no one would seriously consider

10   honoring     it.      In   such   cases,            a    downward      departure     may    be

11   warranted.").         Cutler   also   moved             for   a   departure    pursuant     to

12   Guidelines     §   5H1.6   (Policy         Statement),             arguing    that   he    had

13   "extraordinary family circumstances" (Cutler S.Tr. 30), to wit,

14   three children to whose support he would not be able to contribute

15   if he were in prison.

16                In opposition to these requests, the government pointed

17   out, inter alia, that Cutler had derived substantial benefits from

18   the offense in the form of stock and inflated salary; that, even if

19   he had not, a lack of personal profit is not ordinarily a ground for

20   departure; and that Cutler's lesser interest in the bank fraud

21   offenses, in comparison to that of Hundley, was reflected in the

22   fact that the Guidelines-recommended range of imprisonment for

23   Hundley was twice that recommended for Cutler.                        The government also

24   argued that a defendant's inability, while incarcerated, to support

25   his dependents did not ordinarily provide a ground for departure and

26   that, in addition, Cutler had artificially created his inability to

27   support his children.          It stated that Cutler had sold some of the

28   proceeds of the bank fraud, to wit, his shares in the casino

                                                - 19 -
 1   venture, and used those proceeds to buy property in Nevada; however,

 2   he did not keep that property in his own name but rather put it in

 3   his current wife's name, out of the reach of his creditors, his ex-

 4   wife, and his children.

 5             The district court granted Cutler's departure motion on

 6   both grounds, reducing his offense level by a total of 15 steps.

 7   First, the court departed downward by six levels, from 28 to 22, on

 8   the ground that the offense level calculated on the basis of the

 9   loss to the banks overstated the seriousness of Cutler's role,

10   conduct, and offense:

11                  With respect to the application for departure
12             on the ground that level 28 overstates the
13             seriousness of Mr. Cutler's role in the bank fraud
14             conspiracy, that application is granted.

15                  This is, in my view, analogous to the Court of
16             Appeals decision in United States v. Restrepo in
17             which the court noted that "the [sentencing]
18             commission apparently contemplated some connection
19             between the quantity of money implicated and the
20             extent of a defendant's participation in the
21             offense."   936 F.2d 661, [667] (2d Cir. 1991)[,]
22             and, indeed, it appears that the commission so
23             contemplated that relationship.

24                  Here, however that relationship does not exist,
25             in my view, to an extent not contemplated by the
26             commission.

27                  Here, Mr. Cutler's communications, including
28             those set out by the government today during
29             sentencing, although they were necessary to the
30             scheme, were a small part of the scheme and he
31             received little, if any, personal gain from the bank
32             fraud scheme.

33                  Without reviewing it in detail, if the huge
34             amount of money involved in the bank fraud scheme
35             were reduced to a level more consistent with the
36             seriousness of Mr. Cutler's offense, the offense
37             level would likely be at or about 22.        So the
38             request for a downward departure on the ground that
39             the   seriousness  of   Mr.  Cutler's   conduct  is
40             overstated by the offense level is granted.


                                     - 20 -
 1   (Cutler S.Tr. 97-98 (emphases added).)

 2             From level 22, with respect to both the bank fraud counts

 3   and the tax counts, the court departed downward nine levels for

 4   family circumstances that the court found to be extraordinary. (See

 5   id. at 98-100, 122.)   The district court "acknowledge[d] that that

 6   is a disfavored basis for a departure" (id. at 98), but it concluded

 7             nevertheless I believe in this case it has been
 8             demonstrated that the extraordinary circumstances
 9             present are of a kind and to a degree not taken into
10             account by the guidelines.

11                   Here, as we have discussed, Mr. Cutler has
12             three    children, one  of   whom  has  finished,
13             apparently, two years in college.  The children's
14             ages are 20, 14 and 11.

15                  Mr. Cutler has been ordered to pay child
16             support and has in fact paid that support over time.
17             As I understand it from the presentence report,
18             other costs of those children have been paid by Mr.
19             Cutler or he has caused them to be paid, including
20             costs of visits with him.

21                  As we also know from the presentence report and
22             from counsel's submissions, the children's mother
23             makes approximately $25,000 a year as a school bus
24             driver. And in her letter [she] pointed out that
25             the child support payments pay the rent and
26             otherwise allow the children who remain in lower and
27             secondary school to remain in the public school
28             system in which they have been brought up in.

29                  The former Mrs. Cutler also writes that,
30             without the support that Mr. Cutler provides, the
31             children would have to be taken out of the Somers
32             School System and the college student would be
33             prevented from returning to college and, in all
34             likelihood, the entire family would have to move in
35             with Mrs. Cutler's sister in Georgia.

36                  At this particularly vulnerable time in those
37             children's educational and emotional development, it
38             seems that that is an extraordinary price to pay.

39                  I also find that a lengthy prison sentence
40             would prevent Mr. Cutler from making the required
41             payments, whether because child support payments
42             would be excused in New York, which I don't know and
43             do not rely on, or whether he just plain would not

                                     - 21 -
 1             be able to make them.

 2                  For those reasons, I find that a downward
 3             departure on the basis of extraordinary family
 4             circumstances is appropriate.

 5                  . . . .

 6                  . . . I think that the appropriate departure is
 7             to a level 13 under the guidelines.

 8   (Id. at 98-100.)

 9             The court then turned to the sentencing factors set out in

10   18 U.S.C. § 3553(a).   It stated that

11             with respect to the nature and circumstances of the
12             offense, I take into account that Mr. Cutler was the
13             chief financial officer of the company with respect
14             to the bank fraud conspiracy, and I take into
15             account his responsibility for the tax documents of
16             the company with respect to the tax fraud
17             conspiracy.

18                  I note, however, that, in addition, I have
19             defined [sic - declined] a further reduction in
20             offense level based on Mr. Cutler's role in the
21             offense.

22                  Taking into account, however, the nature and
23             circumstances   of   the   offense   under   Section
24             [3553](a)(1), I do note, however, that the degree of
25             culpability of Mr. Cutler is far less than the
26             degree of culpability of other defendants. His role
27             in the offense was far more limited than the role of
28             other defendants and, as I mentioned, although
29             necessary to the offense, far more limited.

30                  I also take into account that . . . [Cutler]
31             received little, if any, direct compensation as a
32             result of it and relative to the $106 million
33             amount, a relatively small amount of compensation
34             indirectly as a result of the bank fraud conspiracy.

35                  For those reasons, the nature and circumstances
36             of the offense dictate a lower sentence than is
37             required by the guidelines.

38   (Cutler S.Tr. 101-02.)

39             The court later clarified that these statements with

40   respect to Cutler's role and culpability related only to the bank


                                       - 22 -
 1   fraud counts and that the court did "not" find that the offense

 2   level of 22 "overstat[ed] the seriousness" of Cutler's tax offenses.

 3   (See id. at 121-22.)          The court ruled that "[t]o the extent that

 4   there was departure application with regard to that offense level,

 5   it is denied."      (Id. at 121.)

 6               With respect to 18 U.S.C. § 3553(a)(2)(B), which requires

 7   the sentencing court to consider "the need for the sentence imposed

 8   . . . to afford adequate deterrence to criminal conduct," the

 9   district court stated,

10               some jail time is required to provide adequate
11               deterrence to this type of criminal conduct. With
12               respect to this type of an offense, however, the
13               relative length of the sentence does not seem to be
14               as important in providing deterrence.

15   (Cutler S.Tr. 102.)           The court also cited "the need to provide

16   restitution" and stated that "in that respect, as with Mr. Cutler's

17   family obligations, a lesser rather than greater custodial sentence

18   is required."      (Id. at 103.)

19               The Guidelines-recommended range of imprisonment for an

20   offense    level    of   13    (the    level     resulting   from   the   granted

21   departures) and a criminal history category of I is 12-18 months.

22   The district court sentenced Cutler to a prison term of 12 months

23   and one day, to be followed by a five-year term of supervised

24   release.     (Id. at 103.)            In response to a question from the

25   government, the court stated that even if the Guidelines departures

26   it had granted were found inappropriate as a matter of law on

27   appeal, it would still sentence Cutler to the year-and-a-day term of

28   imprisonment by imposing a non-Guidelines sentence and applying the

29   § 3553(a) factors.       (See id. at 123.)



                                             - 23 -
 1         2.       Freedman

 2                   The PSR on Freedman, after the initial offense-level

 3   increases discussed above, i.e., 18 steps for amount of loss and two

 4   steps for more than minimal planning, leading to an enhanced offense

 5   level     of     26,       recommended    additional          increases,      including,     as

 6   discussed in Part II.C.1. below, a two-step increase pursuant to

 7   Guidelines § 3C1.1 on the ground that Freedman had engaged in

 8   obstruction           of    justice      by   making         false     statements     to    IRS

 9   investigators in connection with its investigation of the tax

10   frauds.        With all of the recommended increases, the PSR calculated

11   that Freedman's total offense level was 31.                          Given an offense level

12   of   31    and    a     criminal      history    category       of     I,   the   Guidelines-

13   recommended imprisonment range for Freedman would be 108-135 months.

14                   Freedman principally challenged the recommended loss-

15   amount enhancement to his offense level, and he moved for downward

16   departures on several grounds.                     In challenging the loss-amount

17   enhancement, Freedman made essentially the same arguments as Cutler

18   for exclusion of the nonrecourse parts of the loans, contending that

19   the loss figure should be only $40-$80 million, with a resulting 17-

20   step, rather than 18-step, increase.                        The government opposed these

21   contentions        on      the   same    grounds       on    which    it    had   opposed   the

22   arguments when made by Cutler.

23                   The district court rejected Freedman's contention that the

24   loss-amount, for purposes of calculating his offense level, should

25   have included only the recourse part of the Tollman-Hundley debts.

26   (See Freedman Sentencing Transcript ("Freedman S.Tr.") 53, 56; see

27   also id. at 54 (accepting the PSR-recommended adjustment for more

28   than minimal planning).)                  However, the court stated that "the

                                                   - 24 -
 1   $100 million amount with respect to those defendants other than Mr.

 2   Hundley, and that, of course, means Mr. Freedman, substantially

 3   overstates the amount with the culpability of these defendants" and

 4   "overstates [Freedman]'s participation in the offense."                       (Id. at

 5   53.)   "[A]ccordingly," the court stated, "whether it's 18, as I

 6   accept, . . . or 17 as proposed by the defendants--[it] wildly

 7   overstates the culpability of the defendant."                     (Id.)     The court

 8   "note[d] in particular that under Restr[e]po, the loss amount is in

 9   general thought to be . . . somewhat related to the gain to the

10   defendant," and stated, "[h]ere, of course, we know that they are

11   wildly disparate."         (Id.)   The court indicated that it would deal

12   with the "vast[] overstate[ment of] this defendant's culpability in

13   the offense" by way of a departure.               (Id. at 56.)

14               Freedman       made    several         applications      for     downward

15   departures.       In addition to moving for a departure pursuant to

16   Guidelines § 2F1.1 Application Note 10 based on the argument that

17   the loss amount greatly overstated his culpability in the offense,

18   he sought a departure pursuant to § 5H1.6 for extraordinary family

19   circumstances, arguing that his relationships with his elderly,

20   mentally retarded brother who has cerebral palsy and with his

21   elderly mother-in-law were so important to his family members' well-

22   being that they merited a departure from the Guidelines.                     Freedman

23   also   sought     a    departure   for   health         circumstances     pursuant   to

24   Guidelines § 5H1.4 (Policy Statement), due to a serious heart

25   condition (along with attendant maladies) and depression.

26               The       government   opposed        all    of   Freedman's    departure

27   requests.     As to the contention that the loss amount overstated

28   Freedman's culpability, the government argued, inter alia, that

                                              - 25 -
 1   Freedman had benefited substantially from the frauds and that his

 2   role was extensive and significant.               With respect to Freedman's

 3   family circumstances, the government pointed out that Freedman is

 4   not the primary care-giver with respect to either his brother or his

 5   mother-in-law,    as   each    of    them   resides    in   an   assisted     living

 6   facility.    The government contended that, if necessary, alternative

 7   arrangements could be made for the care of each, and that therefore

 8   neither situation qualified as extraordinary.

 9                As to Freedman's heart condition, there were two stages of

10   presentations.      In response to Freedman's initial motion for a

11   departure on this basis, the government submitted a letter from the

12   Health Systems Administrator of the Bureau of Prisons ("BOP"),

13   stating that the BOP was capable of providing adequate monitoring of

14   Freedman's    conditions.       The    letter     noted   that   the   BOP    houses

15   thousands of inmates with the same conditions as Freedman (see Part

16   II.C.4 below), and, after elaborating on the medical facilities

17   available in the BOP system, it asserted that "[b]ased on the

18   information    provided   to    me    and   my   knowledge    of    BOP's    medical

19   resources, the BOP will be able to provide appropriate care for Mr.

20   Freedman."      (Letter   from       Barbara     J.   Cadogan,     Health    Systems

21   Administrator, BOP, to Stanley J. Okula, Jr., Assistant United

22   States Attorney, dated March 18, 2005 ("First Cadogan Letter"), at

23   2.)   The government argued that a departure on the basis of

24   Freedman's heart condition would thus not be justified.

25                Subsequent to these submissions and prior to sentencing,

26   Freedman suffered a near-fatal attack of sepsis from a urinary tract

27   infection, which required his hospitalization in intensive care for

28   over a week.     Accordingly, additional material was submitted with

                                            - 26 -
 1   respect to his request for a downward departure on account of his

 2   health.   Freedman's cardiologist wrote the district court stating

 3   that the attack of urosepsis "demonstrate[d] the necessity of

 4   careful and ongoing medical care, given Mr. Freedman's cardiac

 5   condition.      Without rapid attention to his deteriorating status he

 6   would not have survived."       (Letter from Dennis S. Reison, M.D., to

 7   Judge Preska dated May 23, 2005 ("Reison May 23 Letter"), at 1.)

 8   Freedman's urologist wrote that Freedman's problem had been caused

 9   by kidney stones; that Freedman "will need to be watched very

10   closely in order to make sure that he does not have a recurrence of

11   his problem"; that a small fragment of stone remained; that "[i]f

12   this fragment does not pass," Freedman will need to have it removed;

13   and "until he is stone-free and until his condition is completely

14   stabilized, that he will need to be watched closely."              (Letter from

15   Michael   Wechsler,     M.D.,   to   Judge      Preska   dated    May   10,   2005

16   ("Wechsler May 10 Letter").)

17                In response, the government summarized Freedman's medical

18   records from his recent health problem and argued that the "medical

19   records show that [Freedman] had a serious medical scare, but that

20   he ha[d] essentially recovered."           (Letter from Peter G. Neiman et

21   al., Assistant United States Attorneys, to Judge Preska dated June

22   10, 2005 ("Neiman Letter"), at 3.)            According to the summary of the

23   medical records, after his discharge from the hospital, Freedman was

24   essentially "'good, tolerating [a] regular diet[ and] ambulat[ing]

25   independently without problems'" (id. (quoting Discharge Summary

26   Note for Freedman, Sanford, by Michael Wechsler, M.D., dated April

27   20,   2005)),    and   was   "'feel[ing]      well,'"    though   "'fatigu[ing]

28   easily,'" (Neiman Letter at 3 (quoting cardiologist's notes)).                 The

                                          - 27 -
 1   government also submitted a second letter from the BOP, which noted

 2   that    it    had    received    and   assessed        the    additional       information

 3   regarding Freedman's medical condition. The BOP concluded that "the

 4   Bureau will be able to provide appropriate care for Mr. Freedman,"

 5   explaining that

 6                 [w]hen medical emergencies and the need for surgical
 7                 procedures arise, . . . major medical centers [with
 8                 which the BOP has contracts] offer the Bureau a wide
 9                 range of trained surgical specialists.          Each
10                 institution has procedures in place to contact local
11                 emergency transportation teams for the timely
12                 transportation to one of the local medical centers.
13                 If Mr. Freedman requires hospitalization during his
14                 term of incarceration, for either a routine or
15                 emergency admission, the Bureau can accommodate this
16                 need.

17   (Letter from Barbara J. Cadogan, Health Systems Administrator, BOP,

18   to Stanley J. Okula, Jr., Assistant United States Attorney, dated

19   June 10, 2005 ("Second Cadogan Letter"), at 1.)

20                 The     district     court    granted      Freedman's         requests       for

21   departure based on his age, health, and family circumstances.                              The

22   court made no determination as to what Freedman's total offense

23   level    or       recommended    imprisonment         range    would      be      under    the

24   Guidelines; and it did not specify the extent to which it was

25   granting a departure on account of its view that the loss amount

26   "vastly       overstate[d       Freedman]'s         culpability      in     the     offense"

27   (Freedman S.Tr. 56 ("[r]ather than actually putting a number on it,

28   I   think     I     will   await    both    the      departure    findings         and     the

29   consideration of the 3553(a) factors")).

30                 Notwithstanding the BOP's position that it would be able

31   to provide adequate care for Freedman, the court granted Freedman's

32   applications         for   downward    departures,           based     in      part   on     a

33   "combin[ation of] Mr. Freedman's age and his health situation" (id.

                                                - 28 -
 1   at 57).   The court stated as follows:

 2              [T]he BOP does not have the ability, in my view, to
 3              monitor Mr. Freedman's situation constantly and to
 4              respond immediately.

 5                   And the recent health issue has made it very,
 6              very plain that without that ability to monitor
 7              constantly and respond immediately, sending Mr.
 8              Freedman to prison would in effect be a death
 9              sentence. . . .

10                   I also note, of course, in the Bureau of
11              Prisons letter that the rider suggests that, and I
12              know it to be true, that in each facility there are
13              contracts with outside medical facilities. I also
14              know it to be true, however, that one does not get
15              the immediate monitoring and immediate response that
16              in this instance has proved so necessary literally
17              for Mr. Freedman's life.

18                   And I also note that the recent medical bills
19              apparently were in excess of $200,000.      It's my
20              experience in reviewing material from prisoners from
21              the Bureau of Prisons that this is not the kind of
22              outlay that would easily be expended within the
23              Bureau of Prisons, for very obvious reasons. But I
24              find that a departure is appropriate.

25   (Id. at 58 (emphases added).)

26              The   district   court     also   granted    a   departure   for

27   extraordinary    family     circumstances,      based       on   Freedman's

28   relationships with his disabled brother and, separately, his mother-

29   in-law.   It found that

30              the defendant's relationship with his brother,
31              Elliot, is a particularly extraordinary relationship
32              for a variety of reasons.       First there is, of
33              course, the length of the relationship, but there is
34              the fact that it is a two-way relationship; the fact
35              that, as attested to by Dr. Gibeault[, former
36              Program Coordinator for the Department of Mental
37              Retardation for the Commonwealth of Massachusetts],
38              that Elliot calls Mr. Freedman several times a week
39              at all hours of the day and night and depends upon
40              his availability to sooth[e] whatever problem is
41              bothering Elliot, and otherwise to provide him with
42              a type of support that others simply cannot provide
43              and have not provided. That Mr. Freedman has been
44              Elliot's foremost advocate and has achieved for him
45              the highest possible level of independent living

                                         - 29 -
 1             attests to the results        of   this   very   obviously
 2             vigorous relationship.

 3                  In addition, the doctor's recitation of Mr.
 4             Freedman's including Elliot in the family events
 5             leads me to conclude that this relationship is
 6             indeed of a kind not taken into account by the
 7             guidelines.

 8   (Id. at 59.)    With regard to Freedman's relationship with his

 9   mother-in-law, Evelyn, the district court noted that it was

10             tak[ing] into account Mr. Freedman's role in
11             managing Evelyn's affairs and taking her out. And
12             while I find that this relationship is extraordinary
13             to an extent not contemplated by the guidelines, it
14             is   not   as   extraordinary   as   the   life-long
15             relationship with Elliot.     But I find that both
16             entitle Mr. Freedman to a downward departure.

17   (Id. at 59-60 (emphasis added).)

18             The district court then discussed the factors set out in

19   18 U.S.C. § 3553(a), and noted that

20             [i]n considering the nature and circumstances of the
21             offense, I've set out most of my conclusions with
22             respect to those factors, but reiterate here that
23             the loss amount of $100,000[,000] very seriously
24             overstates the participation of this defendant and
25             his culpability in the offense.

26                   . . . .

27                  And I have discussed already I think at some
28             length the history and characteristics of this
29             defendant, particularly with respect to his age and
30             health situation, his extraordinary family ties, his
31             past charitable works and the like. Certainly the
32             history and characteristics of the defendant, most
33             specifically his age and health situation, argue for
34             a   noncustodial   sentence.      The   nature   and
35             circumstances of the offense considered alone would
36             argue for a custodial sentence.

37                  With respect to the seriousness of the offense
38             and promoting respect for the law, in the ordinary
39             circumstance a custodial sentence would be required
40             to reflect the seriousness of the offense and to
41             promote respect for the law.

42                  With respect to the discussion of providing
43             just punishment for the offense, I take into account

                                    - 30 -
 1                 the discussion in [Freedman]'s sentencing materials
 2                 that in light of the public nature of the
 3                 prosecution, the public humiliation that the
 4                 defendant has suffered, the loss of his law license
 5                 and various other consequences, and the certainty of
 6                 prosecution, both just punishment and deterrence in
 7                 the general sense ha[ve] been accomplished here.

 8                      Again, all other factors being equal, just
 9                 punishment would ordinarily require a custodial
10                 sentence. Here I think we all agree that there is
11                 no need to protect the public from further crimes of
12                 this defendant.

13                      With respect to [§ 3553(a)(2)(D)], the only
14                 applicable factor seems to be providing the
15                 defendant with needed medical care. The record is
16                 very clear, and as I've mentioned, I find that
17                 adequate medical care for this defendant cannot be
18                 accomplished in prison.

19                      I have taken into account, and obviously
20                 counsel have made submissions regarding the kinds of
21                 sentences available, the kinds of sentences and
22                 sentencing ranges established for these offenses and
23                 the policy statements set out by the sentencing
24                 commission. I have also taken into account the need
25                 to avoid unwarranted sentence disparities among
26                 defendants with similar records and, of course, will
27                 take into account in discussing restitution the need
28                 to provide restitution to any victims of the crime.

29   (Freedman      S.Tr.    63-64   (emphases            added).)    The    district   court

30   proceeded to impose a sentence on Freedman that included three years

31   of probation but no incarceration.

32                 The court stated that it did not need to make a final

33   ruling   as    to    Freedman's     offense-level            calculation,     given   the

34   difficulty of that question in light of the court's "find[ing] that

35   the   amount    of     the   loss   .   .    .       far   overstates   Mr.   Freedman's

36   culpability" and the court's views as to an appropriate sentence.

37   (Id. at 82.)        The court stated that in light of the departures it

38   found appropriate, "it is my view that a nonincarceratory sentence

39   is one that I would impose in any event, regardless of what the

40   offense level computation was," and that "consideration of the

                                                 - 31 -
 1   3553(a) factors also would lead me to impose a nonincarceratory

 2   sentence    regardless       of     what     the     outcome      of    the    guidelines

 3   calculation, including departures, was."                   (Id.)

 4               Judgment was entered sentencing Freedman to a three-year

 5   period of probation, ordering him to perform 700 hours of community

 6   service per year during the course of his probation (id. at 65, 80),

 7   and ordering him to pay restitution in the amount of $14,600,000,

 8   and to forfeit $3,013,739.48.

 9               We note that although the judgment shows this forfeiture

10   amount, it also states that it is based on the court's forfeiture

11   order.      The    amounts        listed     in     that    order,      however,      total

12   $3,080,739.48.         See Order dated October 17, 2005, at 1-2.                    We leave

13   it to the district court to remedy this discrepancy.



14                                      II.     DISCUSSION



15               In its appeals, the government contends that the district

16   court    erred    or    abused    its    discretion        (a)   in    depreciating     the

17   seriousness of the bank fraud offenses based on the sums of money

18   that Cutler and Freedman personally received and finding that the

19   total amount of loss suffered by the defrauded banks overstated

20   these defendants' roles and culpability; (b) in fashioning its

21   sentence on Cutler without giving sufficient consideration to his

22   conviction on the tax counts; (c) in refusing to adjust Freedman's

23   offense level on account of, inter alia, obstruction of justice; (d)

24   in   granting     these     defendants       downward       departures        for    family

25   circumstances; and (e) in concluding that Freedman could not be

26   incarcerated because of his age and health. The government contends

                                                - 32 -
 1   that   the   sentences    imposed,   to       the   extent   that   they   ordered

 2   imprisonment of no more than one year and a day for Cutler and no

 3   imprisonment at all for Freedman, are substantively unreasonable.

 4   For the reasons that follow, we conclude that there were errors in

 5   certain of the district court's Guidelines applications and in its

 6   departure decisions; that the sentences imposed did not properly

 7   interpret certain of the sentencing factors that the court was

 8   required to consider under 18 U.S.C. § 3553(a), such as just

 9   "punishment" and deterrence of others; and that some of the court's

10   rationales would promote disrespect for the law.



11   A.   Required Sentencing Considerations and Standards of Review

12                In the wake of United States v. Booker, 543 U.S. 220

13   (2005), which ruled that the Guidelines are advisory, a sentencing

14   judge may impose either a Guidelines sentence or a non-Guidelines

15   sentence.     See, e.g., id. at 245-46; United States v. Crosby, 397

16   F.3d 103, 113 (2d Cir. 2005) ("Crosby").             In arriving at either type

17   of sentence, the sentencing judge must consider the factors set

18   forth in 18 U.S.C. § 3553(a).        That section provides in pertinent

19   part as follows:

20                     (a)   Factors to be considered in imposing a
21                sentence.--The court shall impose a sentence
22                sufficient, but not greater than necessary, to
23                comply with the purposes set forth in paragraph (2)
24                of this subsection. The court, in determining the
25                particular sentence to be imposed, shall consider--

26                          (1) the nature and circumstances of the
27                     offense and the history and characteristics of
28                     the defendant;

29                            (2) the need for the sentence imposed--

30                                 (A) to reflect the seriousness of the
31                            offense, to promote respect for the law, and to

                                          - 33 -
 1                             provide just punishment for the offense;

 2                                  (B) to afford adequate deterrence to
 3                             criminal conduct;

 4                             . . . .

 5                             (4) the kinds of sentence            and   the
 6                        sentencing range established for--

 7                                  (A) the applicable category of offense
 8                             committed by the applicable category of
 9                             defendant as set forth in the guidelines--

10                                       (i) issued by     the     Sentencing
11                                  Commission . . . ;

12                             (5) any pertinent policy statement--

13                                  (A)   issued   by   the   Sentencing
14                             Commission pursuant to section 994(a)(2)
15                             of title 28, United States Code . . . ;

16                                  . . . .

17                             (6) the need to avoid unwarranted sentence
18                        disparities among defendants with similar
19                        records who have been found guilty of similar
20                        conduct; and

21                             (7) the need to provide restitution to any
22                        victims of the offense.

23   18   U.S.C.     §§    3553(a)(1),   (a)(2)(A),   (a)(2)(B),    (a)(4)(A)(i),

24   (a)(5)(A), (a)(6), and (a)(7).

25                 Recent decisions by the Supreme Court have clarified both

26   the procedures to be followed by the district court in arriving at

27   either type of sentence and the standard of review to be applied by

28   the courts of appeals.       See, e.g., Gall v. United States, 128 S. Ct.

29   586, 594, 596-97 (2007); Kimbrough v. United States, 128 S. Ct. 558,

30   570, 574-75 (2007); Rita v. United States, 127 S. Ct. 2456, 2467-68

31   (2007).   Because "§ 3553(a) explicitly directs sentencing courts to

32   consider the Guidelines,"

33                 district courts must begin their analysis with the
34                 Guidelines and remain cognizant of them throughout

                                           - 34 -
 1             the sentencing process.

 2   Gall, 128 S. Ct. at 597 n.6.   The Gall Court elaborated that

 3                  [a]s we explained in Rita, a district court
 4             should begin all sentencing proceedings by correctly
 5             calculating the applicable Guidelines range.     See
 6             . . . 127 S.Ct. 2456. As a matter of administration
 7             and to secure nationwide consistency, the Guidelines
 8             should be the starting point and the initial
 9             benchmark.     The Guidelines are not the only
10             consideration, however. Accordingly, after giving
11             both parties an opportunity to argue for whatever
12             sentence they deem appropriate, the district judge
13             should then consider all of the § 3553(a) factors to
14             determine   whether   they  support   the   sentence
15             requested by a party.

16   Gall, 128 S. Ct. at 596.

17             In Kimbrough, which dealt with the disparities between

18   sentences prescribed for powder cocaine and crack cocaine, the Court

19   stated that

20             as a general matter, courts may vary [from
21             Guidelines    ranges]   based  solely   on   policy
22             considerations, including disagreements with the
23             Guidelines. . . . [C]f. Rita v. United States, [127
24             S. Ct. at 2465] (2007) (a district court may
25             consider arguments that "the Guidelines sentence
26             itself   fails   properly   to reflect  §   3553(a)
27             considerations").

28   Kimbrough, 128 S. Ct. at 570 (bracketed phrase in original) (other

29   internal quotation marks omitted). In Gall, the Court noted that it

30   is

31             clear that a district judge must give serious
32             consideration to the extent of any departure from
33             the Guidelines and must explain his conclusion that
34             an unusually lenient or an unusually harsh sentence
35             is appropriate in a particular case with sufficient
36             justifications. For even though the Guidelines are
37             advisory rather than mandatory, they are, as we
38             pointed out in Rita, the product of careful study
39             based on extensive empirical evidence derived from
40             the review of thousands of individual sentencing
41             decisions.

42   Gall, 128 S. Ct. at 594 (emphases added); see Rita, 127 S. Ct. at


                                     - 35 -
 1   2464.   Thus,

 2              [i]f [the sentencing judge] decides that an outside-
 3              Guidelines sentence is warranted, he must consider
 4              the extent of the deviation and ensure that the
 5              justification is sufficiently compelling to support
 6              the degree of the variance. . . .         [A] major
 7              departure should be supported by a more significant
 8              justification than a minor one.

 9   Gall, 128 S. Ct. at 597 (emphasis added).           Finally,

10              [a]fter settling on the appropriate sentence, he
11              must adequately explain the chosen sentence to allow
12              for meaningful appellate review and to promote the
13              perception of fair sentencing.

14   Id. (emphasis added); Rita, 127 S. Ct. at 2468.

15              In   the   wake   of   Booker,    this   Court   is   to   apply   a

16   "reasonableness standard" in reviewing sentences, Booker, 543 U.S.

17   at 262 (internal quotation marks omitted); "'reasonableness' review

18   merely asks whether the trial court abused its discretion," Rita,

19   127 S. Ct. at 2465; see, e.g., Gall, 128 S. Ct. at 594 ("Our

20   explanation of 'reasonableness' review in the Booker opinion made it

21   pellucidly clear that the familiar abuse-of-discretion standard of

22   review now applies to appellate review of sentencing decisions. See

23   [Booker,] 543 U.S., at 260-262 . . . .").           Thus,

24                   [r]egardless of whether the sentence imposed is
25              inside or outside the Guidelines range, the
26              appellate court must review the sentence under an
27              abuse-of-discretion standard. It must first ensure
28              that the district court committed no significant
29              procedural error, such as failing to calculate (or
30              improperly   calculating)   the  Guidelines   range,
31              treating the Guidelines as mandatory, failing to
32              consider the § 3553(a) factors, selecting a sentence
33              based on clearly erroneous facts, or failing to
34              adequately explain the chosen sentence--including an
35              explanation for any deviation from the Guidelines
36              range.     Assuming   that   the  district   court's
37              sentencing decision is procedurally sound, the
38              appellate court should then consider the substantive
39              reasonableness of the sentence imposed under an
40              abuse-of-discretion standard. When conducting this
41              review, the court will, of course, take into account

                                         - 36 -
 1             the totality of the circumstances, including the
 2             extent   of   any   variance  from  the   Guidelines
 3             range. . . .      [I]f the sentence is outside the
 4             Guidelines range, the court may not apply a
 5             presumption of unreasonableness.    It may consider
 6             the extent of the deviation, but must give due
 7             deference to the district court's decision that the
 8             § 3553(a) factors, on a whole, justify the extent of
 9             the variance.

10   Gall, 128 S. Ct. at 597 (emphases added); see id. at 594-95 (While

11   generally the district court need not have found "'extraordinary'

12   circumstances to justify a sentence outside the Guidelines range,"

13   an appellate court "reviewing the reasonableness of a sentence

14   outside the Guidelines range, . . . may . . . take the degree of

15   variance into account and consider the extent of a deviation from

16   the Guidelines.").   And

17             while the Guidelines are no longer binding, closer
18             review may be in order when the sentencing judge
19             varies from the Guidelines based solely on the
20             judge's view that the Guidelines range "fails
21             properly to reflect § 3553(a) considerations" even
22             in a mine-run case.

23   Kimbrough, 128 S. Ct. at 575 (quoting Rita, 127 S. Ct. at 2465).

24             In making our assessment of a sentencing decision, we bear

25   in mind the "familiar abuse-of-discretion standard of review."

26   Gall, 128 S. Ct. at 594 (citing Booker, 543 U.S. at 260-62).   At the

27   cited pages of Booker, the Court embraced the standard established

28   by Koon v. United States, 518 U.S. 81, 99 (1996), which in turn had

29   endorsed the approach taken in Pierce v. Underwood, 487 U.S. 552,

30   558-60 (1988), and had "adopt[ed] the abuse-of-discretion standard

31   in Cooter & Gell v. Hartmarx Corp., 496 U.S. 384 (1990)," Koon, 518

32   U.S. at 99.   The Booker Court indicated that, although 18 U.S.C.

33   § 3553(a) did not explicitly set forth a standard of review, the

34   abuse-of-discretion standard was inferable "from related statutory


                                     - 37 -
 1   language,    the   structure    of      the     statute,    and   the    'sound

 2   administration of justice.'"      Booker, 543 U.S. at 260-61 (quoting

 3   Pierce,   487   U.S.   at   559-60)    (other    internal    quotation   marks

 4   omitted).

 5               As to the elements of abuse-of-discretion review, Koon

 6   pointed out that a district court's discretion is not boundless.

 7   For example,

 8               whether a factor is a permissible basis for
 9               departure under any circumstances is a question of
10               law, and the court of appeals need not defer to the
11               district court's resolution of the point. . . .
12               [A]n abuse-of-discretion standard does not mean a
13               mistake of law is beyond appellate correction.
14               Cooter & Gell, [496 U.S.] at 402. A district court
15               by definition abuses its discretion when it makes an
16               error of law. [Id.] at 405. . . . The abuse-of-
17               discretion standard includes review to determine
18               that the discretion was not guided by erroneous
19               legal conclusions.

20   Koon, 518 U.S. at 100 (emphasis added).

21               Further, as noted in Cooter & Gell, a district court's

22   findings of fact, while accorded deference, are likewise subject to

23   review:

24               When an appellate court reviews a district court's
25               factual   findings,  the   abuse-of-discretion  and
26               clearly erroneous standards are indistinguishable:
27               A court of appeals would be justified in concluding
28               that a district court had abused its discretion in
29               making a factual finding only if the finding were
30               clearly erroneous.

31   Cooter & Gell, 496 U.S. at 401.       "A district court would necessarily

32   abuse its discretion if it based its ruling . . . on a clearly

33   erroneous assessment of the evidence."           Id. at 405.

34               In addition, we have noted that even where the decision is

35   not necessarily the product of an error of law or a clearly

36   erroneous finding of fact,


                                           - 38 -
 1             [a]   sentencing  court   abuses   or  exceeds   its
 2             discretion when its decision . . . "'cannot be
 3             located within the range of permissible decisions.'"
 4             [United States v.] Brady, 417 F.3d [326, 333 (2d
 5             Cir. 2005)] (quoting Zervos v. Verizon N.Y., Inc.,
 6             252 F.3d 163, 169 (2d Cir.2001)).

 7   United States v. Canova, 485 F.3d 674, 679-80 (2d Cir. 2007).              See,

 8   e.g., Crosby, 397 F.3d at 114 (district court has abused its

 9   discretion if "the decision on its merits exceeded the bounds of

10   allowable discretion"); Eastway Construction Corp. v. City of N.Y.,

11   821 F.2d 121, 123 (2d Cir. 1987) ("All discretion is to be exercised

12   within reasonable limits.     The concept of discretion implies that a

13   decision is lawful at any point within the outer limits of the range

14   of choices appropriate to the issue at hand; at the same time, a

15   decision outside those limits exceeds or, as it is infelicitously

16   said, 'abuses' allowable discretion.").

17             As to substantive reasonableness, Booker instructed that

18   "[s]ection 3553(a) . . . sets forth numerous factors that guide

19   sentencing.    Those factors [are to] guide appellate courts . . . in

20   determining whether a sentence is unreasonable."           543 U.S. at 261.

21   Accordingly,     "tak[ing]    into     account     the   totality    of    the

22   circumstances,    including   the    extent   of   any   variance   from    the

23   Guidelines range," in order to determine whether a sentence is

24   substantively unreasonable, i.e., an abuse of discretion, Gall, 128

25   S. Ct. at 597, we look to see whether the sentencing court erred in

26   interpreting any of the § 3553(a) factors or made any other error of

27   law, whether it made any clear error in assessing the evidence, and

28   whether its decision was beyond the outer limits of the range of

29   decisions permitted by § 3553(a).




                                          - 39 -
 1   B.    Cutler

 2                  With respect to the sentencing of Cutler, our review of

 3   the       record    persuades     us     that     the    district     court        erred   by

 4   disregarding        the   Guidelines      provision       addressing         a   defendant's

 5   culpability         for   jointly      conducted      activity,     by       exceeding     its

 6   departure authority, and by misinterpreting certain of the § 3553(a)

 7   factors.       In addition, certain of the court's findings are clearly

 8   erroneous, and certain of its rationales are detrimental to the

 9   "perception of fair sentencing," Gall, 128 S. Ct. at 597.




10             1.   Departure on the Theory that the Loss Amount Overstated
11                  Cutler's Role, Culpability, and Gain With Respect to the
12                  Bank Frauds

13                  The district court's departure on the ground that the loss

14   amount overstated Cutler's role in and culpability for the bank

15   fraud offenses reflects a misapplication of the guidelines relating

16   to a defendant's responsibility for losses caused by activity in

17   concert with others and a misapprehension of its departure authority

18   with respect to role.            See generally United States v. O'Neil, 118

19   F.3d 65, 75 (2d Cir. 1997) ("O'Neil") ("loss measur[es] the gravity

20   of the offense, while the role adjustment measur[es] the culpability

21   of    a    defendant's     conduct      in     the    commission    of       the   offense")

22   (internal quotation marks omitted), cert. denied, 522 U.S. 1064

23   (1998).

24                  As   to    the   amount    of    loss    for   which      a    defendant    is

25   personally responsible, the guidelines as to relevant conduct, see

26   Guidelines § 1B1.3 ("Factors that Determine the Guideline Range"),

27   provide, inter alia, that in "'the case of a jointly undertaken

                                                  - 40 -
 1   criminal activity,'" such as a conspiracy to commit fraud, the

 2   amount    of    loss    attributable     to       a   defendant    is    the      reasonably

 3   foreseeable pecuniary loss caused by all "'reasonably foreseeable

 4   acts    and    omissions       of   others      in    furtherance       of    the   jointly

 5   undertaken criminal activity.'"                  O'Neil, 118 F.3d at 74 (quoting

 6   Guidelines § 1B1.3(a)(1)(B)).                Although there may be unusual cases

 7   in which the record reveals a combination of circumstances that

 8   warrant a departure from the application of this principle, any

 9   finding of such circumstances in this case--had one been made--would

10   be clearly erroneous.              As discussed below, there can be no doubt

11   that Cutler's fraudulent representations to the banks were part of

12   the conspiracy among Tollman, Hundley, Freedman, Zukerman, Cutler,

13   and others, to cause the banks to sell more than $100 million worth

14   of loans for a small fraction of their outstanding balances.                              The

15   coconspirators set out to, and did, inflict on the victim banks

16   losses totaling more than $106 million.                  In light of the fact that

17   Cutler not only could foresee losses in that magnitude but also was

18   well aware that losses in that magnitude were intended, the court,

19   in     departing       on    the    ground     that     the   amount         of   loss    was

20   disproportionate to the seriousness of Cutler's conduct and offense,

21   failed to apply the principle set forth in § 1B1.3(a)(1)(B).

22                  As to a defendant's role in the offense, § 3B1.2 of the

23   Guidelines provides for either a two-step or a four-step reduction

24   of the offense level of a defendant who is found to have "play[ed]

25   a part in committing the offense that makes him substantially less

26   culpable       than    the    average   participant."             Guidelines        §    3B1.2

27   Background (emphasis added).             Under § 3B1.2(b) a two-step "minor"

28   role adjustment is available for a defendant "who is less culpable

                                                  - 41 -
 1   than most other participants, but whose role could not be described

 2   as minimal."    Guidelines § 3B1.2 Application Note 3 (emphasis

 3   added).   Thus, as a general matter, the Sentencing Commission has

 4   taken into consideration that a defendant may play a lesser role in

 5   the offense than his coparticipants played or than the average

 6   participant would play.

 7             In granting a departure to Cutler on the ground that the

 8   offense level resulting from the sizeable loss overstated his role,

 9   the court stated that it viewed this case as "analogous to the Court

10   of Appeals decision in United States v. Restrepo."        (Cutler S.Tr.

11   97.)   See United States v. Restrepo, 936 F.2d 661 (2d Cir. 1991)

12   ("Restrepo").   Given the facts of Restrepo, we find the analogy

13   inapt. Restrepo arose from the government's seizure of, inter alia,

14   $18,300,000 in cash narcotics proceeds; the sentencing court found

15   that the offense levels calculated by reference to that amount of

16   money overstated the roles of three defendants who were merely

17   "laborers whose sole function was to load the boxes of money at the

18   warehouse on [a particular date]."        Id. at 667 (internal quotation

19   marks omitted); see, e.g., id. at 668 ("[T]he probation department,

20   after interviewing the surveillance agent and reviewing the facts of

21   the case, concluded that the roles of Andrade, Martinez, and Lara

22   were limited to loading the boxes of money.").             The Restrepo

23   district court found those three defendants to be at most minimally

24   culpable, and it thus lowered their offense levels to the full

25   extent provided by § 3B1.2.   It concluded that, in addition, a four-

26   level downward departure was warranted because the effect that the

27   amount of cash seized had on the offense levels of participants

28   whose roles were so de minimis was far beyond that contemplated by

                                      - 42 -
 1   the Sentencing Commission in fashioning the Guidelines.                        This Court

 2   affirmed    on    the   ground      that     the      "offense       level    ha[d]       been

 3   extraordinarily magnified" and that the amount of money involved

 4   "b[ore]    little     relation     to   th[os]e        defendant[s']         role    in    the

 5   offense."    Id. at 667.

 6               In the present case, the district court's departure on the

 7   ground that Cutler's role was overstated is inconsistent both with

 8   the bases for our affirmance of the departure in Restrepo and with

 9   the proper confines of departures.                    First, the district court in

10   Restrepo had adjusted the three defendants' offense levels downward

11   pursuant to § 3B1.2(a), i.e., as far as the Guidelines permitted for

12   minimal participation; thus that court was justified in viewing the

13   Sentencing Commission as not having made adequate provision for

14   participation that was even less than minimal.                       Here, in contrast,

15   the district court did not find Cutler's participation minimal; it

16   found that Cutler's role could not be regarded as even minor.                               If

17   Cutler's role were significantly less than that of the average

18   participant      in   such   an    offense,         the    Guidelines    made       adequate

19   provision for a reduction in his offense level.                         Accordingly, we

20   conclude      that      departure       on          this     basis      constituted          a

21   misinterpretation of Restrepo, as well as a misapplication of the

22   Guidelines.

23               Second,     to   the    extent          that   the   district     court       here

24   concluded that this case was analogous to Restrepo by finding that

25   the large amount of money lost bore little relation to Cutler's role

26   in the offense, that finding is clearly erroneous. The magnitude of

27   the losses suffered by the defrauded banks was precisely what the

28   coconspirators intended, and there can be no doubt that Cutler knew

                                                - 43 -
 1   the goal and that he took significant steps to help achieve it.                 As

 2   chief financial officer of Tollman-Hundley, Cutler was of course

 3   aware of the size of the Tollman-Hundley debt and of the personal

 4   liability of Tollman and Hundley on the deficiency notes they had

 5   given in order to restructure the Tollman-Hundley debt. Those notes

 6   made   Tollman   and      Hundley   personally      liable   for    approximately

 7   $100 million of Tollman-Hundley's debt; Cohen was instructed to

 8   negotiate to purchase the targeted banks' loans for 20 cents or less

 9   on the dollar.     The frauds were thus explicitly designed to induce

10   the banks to sell their Tollman-Hundley loans at losses in excess of

11   $80 million.

12              Aware     of    the   magnitude     of   Tollman's      and   Hundley's

13   exposure, Cutler made significant misrepresentations to persuade the

14   banks that Tollman and Hundley had little in the way of personal

15   assets, and we see no error in the district court's denial of

16   Cutler's request to lower his offense level on the basis that he

17   played only a minor role.            Although Cutler may not have been

18   involved in the everyday communications with the banks that the

19   coconspirators were attempting to defraud, his position as chief

20   financial officer of Tollman-Hundley made him a natural person for

21   the banks to contact for information when they could not get

22   information from Zukerman and Freedman.              The record shows that in

23   response to repeated inquiries from banks that refused to sell their

24   loans cheaply without additional information, Cutler wrote several

25   letters to creditor banks, sending what he represented were the most

26   recent   financial     statements     of   Tollman     and/or      Hundley.    The

27   statements that Cutler sent in mid-1995, for example, showed Tollman

28   and Hundley as having assets of little more than $125,000 and

                                           - 44 -
 1   $80,000, respectively, when at the same time Cutler was overseeing

 2   Tollman's      application       to     the       Mississippi            Gaming     Commission

 3   representing that Tollman had a net worth of more than $27 million.

 4   The documents that Cutler sent to the banks concealed assets of

 5   Tollman totaling $31,592,019 (see GX 1501) and concealed assets of

 6   Hundley totaling $25,640,795 (see GX 1500).

 7                 Had Cutler not participated in the frauds but given the

 8   banks true information as to the personal assets of Tollman and

 9   Hundley, the frauds would not have succeeded.                            The district court

10   accordingly found that Cutler was not a minor participant because

11   his actions were "necessary" (e.g., Cutler S.Tr. 98), and indeed

12   "critical[]"       (id.   at    29),    to     the     success      of     the     bank   fraud

13   conspiracy.        The court's departure on the ground that the amount of

14   loss   overstated      Cutler's       role     in     the    bank       fraud    offenses   was

15   inconsistent with these findings and with its appropriate refusal to

16   find   that    Cutler     was    either        "less        culpable      than     most   other

17   participants,"       as   specified      in      Guidelines         §    3B1.2     Application

18   Note   3,     or    "substantially        less        culpable          than      the   average

19   participant," as specified in the Guidelines § 3B1.2 Background.

20                 In sum, the coconspirators' explicit goal--reflected in

21   the list of banks, with loan balances and purchase price targets,

22   that was given to Cohen--was to induce banks that held Tollman-

23   Hundley loans with balances totaling more than $100 million to sell

24   their loans for 20 percent or less of those balances.                             Freedman and

25   Zukerman represented that Tollman-Hundley itself and Tollman and

26   Hundley individually would consider filing for bankruptcy if they

27   could not get all the creditor banks to sell the loans cheaply; and

28   Cutler supported those misrepresentations by sending the banks

                                                  - 45 -
 1   schedules that failed to disclose a total of more than $57 million,

 2   or more than 99 percent, of Tollman's and Hundley's assets.      We

 3   conclude that, in departing on the ground that the $106 million loss

 4   resulted in an offense level that overstated either Cutler's conduct

 5   or his role in the offense, the district court misinterpreted the

 6   Guidelines in concluding that it had authority to depart downward on

 7   the basis of a role that could not be considered either minimal or

 8   minor, made an error of law in disregarding the principle that a

 9   defendant is to be charged with the reasonably foreseeable losses

10   caused by his own conduct and the reasonably foreseeable conduct of

11   his coconspirators, and clearly erred in finding that the magnitude

12   of the banks' losses overstated Cutler's conduct and role, given

13   that his fraudulent statements to the banks were intended to defraud

14   them of those amounts and were, as the court found, critical to the

15   success of the fraud.

16             To the extent that the court viewed the loss calculation

17   as overstating the seriousness of the offense itself (see Cutler

18   S.Tr. 97-98), we see no basis in the Guidelines--or in fact--for

19   such a view.   Although the commentary to Guidelines § 2F1.1 states

20   that "[i]n a few instances, the loss determined under subsection

21   (b)(1) may overstate the seriousness of the offense" and warrant a

22   downward departure, Guidelines § 2F1.1 Application Note 10, the

23   example given--an "attempt[] to negotiate an instrument that was so

24   obviously fraudulent that no one would seriously consider honoring

25   it," id.--plainly relates to intended loss, not to realized loss.

26   "The example suggests that this departure typically applies in cases

27   where there is no meaningful chance that the attempted crime would

28   have succeeded to the extent indicated by the stated loss," that is,

                                     - 46 -
 1   "where the intended loss is almost certain not to occur."        Canova,

 2   485 F.3d at 680 (internal quotation marks omitted). That commentary

 3   to § 2F1.1 has no applicability here.         The $106 million in losses

 4   not only were intended but were realized.         The coconspirators set

 5   out to induce the creditor banks to sell their loans at losses of

 6   more than $80 million, and they did.

 7                In sentencing Cutler to a prison term of only 12 months

 8   and one day for his bank fraud crimes, rather than the advisory-

 9   Guidelines-recommended term of 78-97 months, the court sentenced

10   Cutler as if the frauds had resulted in losses of little more than

11   $70,000.    The court stated that

12                some jail time is required to provide adequate
13                deterrence to this type of criminal conduct. With
14                respect to this type of an offense, however, the
15                relative length of the sentence does not seem to be
16                as important in providing deterrence.

17   (Cutler S.Tr. 102 (emphases added).)         The implicit finding that a

18   fraud causing losses of more than $100,000,000 is no more serious

19   than one causing losses of little more than $70,000 reflects an

20   erroneous    interpretation   of   §   3553(a)(2)(A)'s   requirement   for

21   punishment that is "just" and is antithetical to the need to

22   "promote the perception of fair sentencing," Gall, 128 S. Ct. at

23   597.

24                Finally we reject the district court's determination that

25   Cutler should be granted a departure on the basis that he "received

26   little, if any, personal gain from the bank fraud scheme" (Cutler

27   S.Tr. 98), as that finding, given the present record, is clearly

28   erroneous.      Preliminarily, we note that a defendant's lack of

29   personal profit from the offense of conviction is not ordinarily a

30   ground for departure. See, e.g., United States v. Broderson, 67 F.3d

                                         - 47 -
 1   452, 459 (2d Cir. 1995) ("Broderson").              Although we found the

 2   defendant in Broderson worthy of an exception to this general rule,

 3   we did so principally not only because Broderson had not profited

 4   personally from the fraud, but also because his conduct was not

 5   "mainstream   fraud"   but   was   fraud     only   because   of   an   unusual

 6   statutory provision (requiring that the government be given the

 7   benefit of a government-contractor's subsequently negotiated lower

 8   costs), and because Broderson had not set out to perpetrate a fraud.

 9   See id.

10              This case bears little resemblance to Broderson. The bank

11   fraud conspiracy here was an unadulterated effort to induce creditor

12   banks to part with their property for a small fraction of its fair

13   value.    The frauds were perpetrated through, inter alia, express

14   misrepresentations, an elaborate set of front-men and sham entities

15   (whose façade of lack of affiliation with Tollman and Hundley was

16   assisted by Cutler's having Paternoster's tax documents signed by

17   front-man Smith), false threats that Tollman and Hundley would file

18   for bankruptcy, and Cutler's sending the banks financial schedules

19   that concealed more than 99 percent of Tollman's and Hundley's

20   personal assets.

21              The PSR concluded that Cutler had been motivated by

22   monetary gain, and the district court found that both Cutler's

23   salary during the period of the bank fraud conspiracy (totaling more

24   than $970,000) and his receipt of stock in the casino venture (worth

25   more than $400,000) resulted from his participation in the bank

26   fraud conspiracy.      At the sentencing hearing, the court began by

27   noting that

28              the clear language of 18, U.S.C., Section 982(a)(2)

                                         - 48 -
 1               requires that the forfeiture amount be limited to
 2               property [or substitute property] constituting or
 3               derived from the proceeds the defendant obtained
 4               directly or indirectly as a result of the violation,
 5               here, the bank fraud conspiracy[, and]
 6                    . . . that the clear language of the statute
 7               requires that at some point in time the defendant
 8               must have directly or indirectly, physically or
 9               constructively, come into possession of those
10               proceeds.

11   (Cutler S.Tr. 105.)      The court concluded:

12                    That having been said, it is my intention,
13               taking into account the evidence in the case, to
14               require forfeiture of Mr. Cutler's salary amounts
15               during the years in question and the amount of
16               substitute property of the value of his Alpha
17               Hospitality stock . . . .

18   (Id. at 106.)      The district court's subsequent forfeiture order

19   ruled that the "proceeds obtained by [Cutler] as a result of the

20   [bank fraud and bank fraud conspiracy offenses of which he was

21   convicted]" totaled "$1,381,974."             Final Order of Forfeiture as to

22   James Cutler dated April 15, 2005, at 2.               Although this was the

23   equivalent    of   but   a   small   percentage       of   the   banks'   total

24   $106 million loss, it is clearly erroneous--and hardly promotes

25   respect for the law--to characterize an individual's $1.3 million

26   profit from crime as "little, if any, personal gain" (Cutler S.Tr.

27   98).



28          2.   Departure on the Theory that the Length of Sentence Is
29               Relatively Unimportant in Providing Deterrence

30               In imposing sentence on Cutler, the court generally dealt

31   with his bank fraud offenses and his tax offenses jointly, stating,

32   "I am only going to [explain the reasons for the extent of the

33   departure] once instead of twice" (Cutler S.Tr. 100).             After giving

34   its explanations, the court clarified that its departure on the


                                          - 49 -
 1   basis     that   the   Guidelines-recommended          range    of     imprisonment

 2   "overstat[ed] the seriousness" of Cutler's offenses was not meant to

 3   apply to his tax offenses.         (Id. at 121-22.)      The court did not make

 4   a similar disavowal with respect to its rationale that "[w]ith

 5   respect to this type of an offense, . . . the relative length of the

 6   sentence does not seem to be as important in providing deterrence"

 7   (id. at 102).

 8               To the extent that the district court's views that this

 9   "type" of offense did not warrant a long sentence and that the

10   relative length of the sentence was relatively unimportant in

11   providing deterrence were meant to apply to Cutler's convictions for

12   tax    evasion   and   tax   fraud    conspiracy,      the   court's    views    were

13   squarely    contrary    to   the     policy      judgments   articulated    by    the

14   Sentencing Commission.        The Commission stated that

15                    [t]he criminal tax laws are designed to protect
16               the public interest in preserving the integrity of
17               the nation's tax system. Criminal tax prosecutions
18               serve to punish the violator and promote respect for
19               the tax laws.     Because of the limited number of
20               criminal tax prosecutions relative to the estimated
21               incidence of such violations, deterring others from
22               violating the tax laws is a primary consideration
23               underlying these guidelines. Recognition that the
24               sentence   for   a   criminal  tax   case  will   be
25               commensurate with the gravity of the offense should
26               act as a deterrent to would-be violators.

27   Guidelines Ch. 2, Pt. T, 1, Introductory Commentary (emphasis

28   added).     Accordingly, the guidelines for tax offenses provide a

29   scale of recommended prison ranges that increase with the size

30   of the loss.     See Guidelines § 2T1.1 (base offense level for offense

31   resulting in a tax loss is the "[l]evel from §2T4.1 (Tax Table)

32   corresponding to the tax loss").            The commentary to § 2T1.1 states

33   that


                                             - 50 -
 1                 [t]his guideline relies most heavily on the amount
 2                 of loss that was the object of the offense.      Tax
 3                 offenses, in and of themselves, are serious
 4                 offenses; however, a greater tax loss is obviously
 5                 more harmful to the treasury and more serious than a
 6                 smaller one with otherwise similar characteristics.
 7                 Furthermore, as the potential benefit from the
 8                 offense increases, the sanction necessary to deter
 9                 also increases.

10   Guidelines § 2T1.1 Background (emphases added).

11                 Cutler's tax offenses resulted in tax losses of more than

12   $5 million.      In the Sentencing Commission's view, the tax offenses

13   of which Cutler was convicted are the type of offense for which the

14   length   of    prison     term    is    especially           related       to   the   need    for

15   deterrence.      His offense level for those convictions alone would

16   have been 22, and his recommended range of imprisonment for those

17   offenses alone would have been 41-51 months.

18                 Although,     as    discussed           above,    a    sentencing       court   is

19   allowed to impose a sentence that varies from the Guidelines based

20   solely on policy considerations, including disagreements with the

21   Guidelines, the court is required by § 3553(a)(4) to consider the

22   pertinent Guidelines, and it is required to state the basis for its

23   disagreement, along with "sufficient justifications" for "the extent

24   of any departure," Gall, 128 S. Ct. at 594.                     Here, the court gave no

25   explanation     for   its    disagreement             with     the       Commission's    policy

26   judgments,      reflected        in    the    Guidelines            as    explained     by    the

27   background commentary, that tax offenses, in and of themselves, are

28   serious offenses; that the greater the tax loss, the more serious

29   the offense; and that the greater the potential gain from the tax

30   offense, the greater the sanction that is necessary for deterrence.

31   The court's conclusory statement that "the relative length of the

32   sentence does not seem to be as important in providing deterrence"

                                                  - 51 -
 1   (id. at 102) provided no explanation whatever.

 2               Thus, if the court intended its statement to apply to

 3   Cutler's tax offenses, this rationale constituted procedural error

 4   because    it    failed   to   provide    an      adequate     explanation   for    the

 5   disagreement, the departure, or the extent of the departure.                        If,

 6   instead, the court did not mean this statement to apply to the tax

 7   offenses, we see in the record no indication that the court in fact

 8   gave the requisite consideration to the guidelines relating to

 9   Cutler's tax offenses as was required by § 3553(a)(4).                        In the

10   absence of any explanation by the court, we conclude that the prison

11   term of 12 months and one day--even if all of that term were

12   attributable      to   Cutler's    tax      frauds,      and     none   of   it    were

13   attributable in part to his participation in the $100 million bank

14   frauds--was not commensurate with the seriousness of the offense,

15   would not act as a deterrent to would-be violators, did not promote

16   respect for the tax laws, and was substantively unreasonable.



17        3.     Departure Based on Cutler's Family Circumstances

18               "Family ties and responsibilities . . . are not ordinarily

19   relevant in determining whether a sentence should be outside the

20   applicable guideline range." Guidelines § 5H1.6 (Policy Statement).

21   This policy statement was mandated by Congress in the Sentencing

22   Reform    Act,    which   instructed     that      "in   recommending    a   term    of

23   imprisonment or length of a term of imprisonment," the Commission

24   "shall assure that" the Guidelines and policy statements "reflect

25   the general inappropriateness of considering the . . . family ties

26   and responsibilities . . . of the defendant."                    28 U.S.C. § 994(e)



                                              - 52 -
 1   (emphasis added).    Accordingly, "[b]ecause the Guidelines disfavor

 2   departure based on family responsibilities, such a departure is not

 3   permitted except in extraordinary circumstances."             United States v.

 4   Smith, 331 F.3d 292, 294 (2d Cir. 2003) ("Smith").

 5              We have found family circumstances to be extraordinary,

 6   and hence a permissible basis for departure, where the defendant

 7   provided substantial support for two children, his wife spoke

 8   limited English and had a limited earning capacity, and his elderly

 9   parents   were   likely   to   require      both   physical    and    financial

10   assistance in the near future, see United States v. Galante, 111

11   F.3d 1029, 1035 (2d Cir. 1997) ("Galante"); where the defendant was

12   the sole support of several young children, one of whom was an

13   infant, see United States v. Johnson, 964 F.2d 124, 129-30 (2d Cir.

14   1992) ("Johnson"); and where the defendant supported his wife, two

15   children, his paternal grandmother, and his disabled father who

16   depended also on the defendant's physical strength to help him get

17   in and out of his wheelchair, see United States v. Alba, 933 F.2d

18   1117, 1122 (2d Cir. 1991) ("Alba").

19              "It is not unusual, however, for a convicted defendant's

20   incarceration to cause some hardship in the family."                 Smith, 331

21   F.3d at 294.     We have found that family circumstances departures

22   were unauthorized in circumstances less compelling than those in

23   Galante, Johnson, and Alba,

24              especially where other relatives could meet the
25              family's needs, see United States v. Madrigal, 331
26              F.3d 258, 260 (2d Cir. 2003), or the defendant's
27              absence did not cause a "particularly severe"
28              hardship, United States v. Smith, 331 F.3d 292, 294
29              (2d Cir. 2003).

30   United States v. Selioutsky, 409 F.3d 114, 119 (2d Cir. 2005).


                                        - 53 -
 1                In Smith, for example, we found a family-circumstances

 2   departure not authorized where it was based on the facts that the

 3   defendant    had   a   two-year-old     son    with   whom   he   had     a   close

 4   relationship and in whose daily care he played a major role; that

 5   his wife attended college part-time and would be forced to stop if

 6   the defendant were incarcerated; and that his wife's job netted

 7   approximately $17,000 a year after taxes, which was less than the

 8   family's total expenses for rent and child-care.                  We noted that

 9   Smith was neither the sole care-giver for his son nor the sole

10   financial support of the family, and that Smith's mother and half-

11   sister lived nearby and could assist in child care.                       Although

12   Smith's wife was likely to be forced to interrupt her college

13   studies and would need to supplement her income, the facts before

14   the court were simply "not the sort of extraordinary hardship that

15   justifies downward departure for family circumstances."              Smith, 331

16   F.3d at 294.

17                We have also found such a departure impermissible in a

18   case in which the defendant was a recently-divorced father of three

19   children, aged 10, 11, and 13; the children lived with their mother;

20   the mother earned approximately $40,000 annually; and the defendant

21   had   been   contributing   roughly     $278   per    week   in   child   support

22   payments.    See United States v. Faria, 161 F.3d 761, 762-63 (2d Cir.

23   1998).   We concluded:

24                The financial and emotional consequences of Faria's
25                incarceration are no greater than those faced by
26                most criminal defendants who have a family, and in
27                fact may be somewhat less serious than those faced
28                by many such defendants--although Faria pays child
29                support, he no longer lives with his children, and
30                his ex-wife earns approximately $40,000 per year.
31                Under these circumstances, we cannot conclude that
32                Faria's family is uniquely dependent on the support

                                           - 54 -
 1                  it currently receives from him. At a minimum, it is
 2                  clear that the facts presented in Faria's case are
 3                  far less grave than those that led us to approve the
 4                  downward departures granted to the defendants in
 5                  Alba, Johnson, and Galante.

 6   Id. at 763 (emphasis added).

 7                  We see little difference between Faria and the present

 8   case.    The core factual findings made by the district court to

 9   support granting Cutler a downward departure for extraordinary

10   family circumstances were that he had three children, a 20-year-old

11   in college, and a 14-year-old and an 11-year-old in public school;

12   that his ex-wife's salary was approximately $25,000; that Cutler had

13   contributed $1,900 per month to the children's support; and that if

14   Cutler were incarcerated for a period commensurate with his crime

15   and unable to continue that support, the 20-year-old would likely be

16   prevented from returning to college, and the other two children

17   might have to leave the school system they had attended and move

18   with their mother to live with her sister in Georgia.               Although the

19   district court referred to this as a "particularly vulnerable time

20   in those children's educational and emotional development" (Cutler

21   S.Tr. 99), it gave no explanation as to why that was so.                 The only

22   facts found were Cutler's ex-wife's modest salary and the likelihood

23   that    the    cessation   of   Cutler's       financial    contributions     would

24   interrupt the 20-year-old's college education and cause the family

25   to move away to live with a relative.               Cutler's wife and children

26   will no doubt face hardship, but this is true whenever family

27   members are deprived of the company and/or support of a defendant

28   who is incarcerated.       The facts found by the district court do not

29   take    this    case   sufficiently   out      of   the    mainstream   of   family

30   hardships to warrant a downward departure.

                                           - 55 -
 1              More importantly, the record did not support a finding

 2   that the imposition of a substantial prison term on Cutler would

 3   cause him to be unable to support his children during the period of

 4   his   incarceration.      In   the    district   court   proceedings,   the

 5   government contended that if in fact Cutler is unable to support his

 6   children while he is in prison, it is because he sold the casino

 7   venture stock he had been given for his role in the bank frauds, had

 8   used the proceeds to buy land in Nevada, and had placed that

 9   property in the name of his new wife Erika, beyond the reach of his

10   ex-wife and his children.      The district court did not make a finding

11   on this contention.    At the sentencing hearing, however, the court

12   noted that in view of the fact "that Mrs. Erika Cutler had not been

13   employed earning a great deal" (Cutler S.Tr. 33), it was "highly

14   unlikely that Mrs. Erika Cutler contributed in any material way

15   financially to that company which she owns" (id. at 35).         The court

16   asked, "[w]here did the initial capital come from" to buy the land.

17   (Id. at 33.)   Although Cutler took the position that the land had

18   been bought solely with a bank loan, not with the proceeds of the

19   sale of the casino stock, his attorney's statements at the hearing

20   included the following:

21         - "They created a new business that is in his wife's name"
22         (id. at 35);

23         - Erika Cutler did not contribute anything financially to
24         the property that is now in her name (see id. at 35-36);

25         - after getting the bank financing for the new business in
26         his wife's name, "Cutler did lend money to it, which he
27         lost" (id. at 36);

28         - "They structured the business . . . . The asset is in
29         his wife's name. There is no question about that." (Id.
30         at 33, 34);

31         - "Erika Cutler owns these properties, . . . he owns the

                                          - 56 -
 1        management company, . . . he earns money in the management
 2        company" (id. at 75); his earning any money "is very
 3        unlikely without his personal services" (id. at 36);

 4        - They structured the business so that it could           continue
 5        to operate if Cutler went to jail: "Cutler and            his wife
 6        set up a business to provide for his wife . . .           while he
 7        is away"; he would "provide for his children by           working"
 8        when "he is out" (id. at 35 (emphases added)).

 9              Thus,   the   government's      position,   i.e.,   that   it   was

10   Cutler's choice to put his assets in the name of his new wife that

11   leaves him unable to support his children while he is in prison, was

12   supported by the plain implication of the above statements by

13   Cutler's attorney at sentencing, i.e., that the Nevada property into

14   which Cutler put money (whether as equity or debt, and regardless of

15   whether or not that money was proceeds from the bank frauds) is

16   capable of providing an income stream while Cutler is in prison.

17   That Cutler chose to put the property into his new wife's name to

18   provide for her, rather than leaving it in his own name to provide

19   for his children, may be an exceptional circumstance, but it is

20   surely not one that authorizes a downward departure.             Allowing a

21   defendant to elude the vast majority of the prison term that is

22   appropriate for his crime, by putting his assets out of the reach of

23   his children and then pleading the need to be out of prison in order

24   to support them, can only promote disrespect for the law.




25        4.   Departure Based on the Need for Restitution

26              Finally, in imposing on Cutler a term of imprisonment that

27   was a small fraction of the recommended term, the district court

28   stated that "the need to provide restitution," as well as "Mr.

29   Cutler's family obligations," led to the conclusion that "a lesser

                                       - 57 -
 1   rather than greater custodial sentence is required" (Cutler S.Tr.

 2   103). In light of the record in this case, including that discussed

 3   in the immediately preceding section, we conclude that the court's

 4   emphasis on the need to provide restitution could not rationally

 5   provide the necessary justification for reducing Cutler's sentence

 6   from 78-97 months to 12 months and a day.

 7                For example, the court's reliance on the proposition that

 8   Cutler's ability to pay restitution would be impaired unless he

 9   received a sentence of imprisonment to a term that is shorter than

10   what would be commensurate with his crime would appear to subvert

11   the principle that the court should "avoid unwarranted sentence

12   disparities among defendants with similar records who have been

13   found guilty of similar conduct," 18 U.S.C. § 3553(a)(6).                         An even-

14   handed application of the principle that a short prison term was

15   required for Cutler because of his restitution obligations would

16   imply    that   virtually     all   defendants         who       are   required      to   pay

17   restitution in amounts exceeding their net worth should receive

18   short prison terms, a proposition that is patently untenable.

19                Further,   any      suggestion          that       even   the    restitution

20   objective of sentencing would be achieved by sentencing Cutler to

21   serve a prison term of not more than a year and a day is highly

22   unrealistic. Cutler claims that he lacks the wherewithal to provide

23   even $1,900 per month to support his children.                              The amount of

24   restitution     that    Cutler      is    ordered          to    pay   is     $29,775,000.

25   Objectives of sentencing such as the need for deterrence and the

26   need to promote respect for the law are hardly served by imposing a

27   term    of   imprisonment   that     is     a      small    fraction     of    the   period

28   appropriate for the defendant's offense simply because there is an

                                               - 58 -
 1   order for restitution, no more than a small fraction of which the

 2   defendant is likely to pay.



 3   C.   Freedman

 4                In sentencing Freedman, who was convicted on 12 counts

 5   relating    to     the   bank    frauds    (including      one     count   of   perjury

 6   resulting from his testimony about the "concern" of Tollman and

 7   Hundley that Paternoster, which they owned, might try to collect

 8   from them on their deficiency notes), the district court rejected

 9   the PSR's recommendation that Freedman's offense-level be increased

10   for,   inter     alia,   obstruction       of      justice;   it    granted     Freedman

11   downward departures on the grounds that Freedman had extraordinary

12   family circumstances, was aged, and was in poor health; and it

13   appears to have granted a departure on the ground that the offense

14   level resulting from the size of the banks' losses overstated

15   Freedman's participation and culpability in the offenses.                              In

16   sentencing Freedman to no term of imprisonment, the court stated

17   that it would arrive at this result either as a Guidelines sentence

18   or as a non-Guidelines sentence.              We conclude both that there were

19   procedural errors and that the resulting sentence was substantively

20   unreasonable.



21          1.   Refusal To Consider an Obstruction-of-Justice Adjustment

22                The    Guidelines      recommend        a   two-step    increase     in   a

23   defendant's offense level "[i]f the defendant willfully obstructed

24   or impeded, or attempted to obstruct or impede, the administration

25   of justice during the investigation, prosecution, or sentencing of

26   the instant offense."           Guidelines § 3C1.1.       Among the acts that fall

                                               - 59 -
 1   within this Guideline is "providing a materially false statement to

 2   a law enforcement officer that significantly obstructed or impeded

 3   the official investigation or prosecution of the instant offense."

 4   Id. Application Note 3(g).   In order to impose the adjustment, the

 5   district court must find that the defendant consciously acted with

 6   the purpose of obstructing justice; but the pertinent facts need be

 7   proven only by a preponderance of the evidence.    See, e.g., United

 8   States v. Agudelo, 414 F.3d 345, 349 (2d Cir. 2005); United States

 9   v. Mafanya, 24 F.3d 412, 414 (2d Cir. 1994).

10             In the present case, the PSR on Freedman recommended, and

11   the government requested, an obstruction adjustment on the ground

12   that Freedman had made false statements to IRS investigators with

13   respect to Freedman's knowledge of the tax frauds, in an attempt to

14   impede the investigation of those frauds.      The government argued

15   that Freedman's statements to the IRS agents had substantially

16   impaired the investigation into the tax fraud and thereby obstructed

17   justice within the meaning of § 3C1.1. Freedman contended that such

18   an adjustment was inappropriate because he did not lie to the

19   investigating IRS agents and that, in any event, his statements did

20   not obstruct the investigation.

21             The district court rejected the recommended obstruction-

22   of-justice adjustment stating as follows:

23             there was originally a charge to this effect. And I
24             believe it is the case, and I know the government
25             will correct me if I'm wrong, that following the
26             evidentiary ruling that not just the statements
27             alleged to have been false from an agent's report
28             could be shown to the jury, but the material in the
29             report surrounding those statements, that charge was
30             withdrawn.    So for that reason I reject [the
31             obstruction-adjustment    recommendation]   of   the
32             presentence report.


                                       - 60 -
 1   (See Freedman S.Tr. 55 (emphases added).)               The court did not make

 2   any findings as to whether or not Freedman had made false statements

 3   or, if he had, whether those statements were intended to impede or

 4   had the effect of impeding the IRS investigation.

 5                The court's rejection of the obstruction adjustment on the

 6   stated ground reflects an error of law. "Judicial authority to find

 7   facts relevant to sentencing by a preponderance of the evidence

 8   survives Booker," United States v. Garcia, 413 F.3d 201, 220 n.15

 9   (2d   Cir.   2005),   and   "a   preponderance     of    the   evidence    is   the

10   appropriate standard to be used in considering uncharged relevant

11   conduct for sentencing purposes," United States v. White, 240 F.3d

12   127, 136 (2d Cir. 2001) (so stating in the wake of Apprendi v. New

13   Jersey, 530 U.S. 466 (2000)).       The fact that the government elected

14   not to have the obstruction count submitted to the jury at trial,

15   where the government's burden would have been to prove the relevant

16   facts beyond a reasonable doubt, did not provide a basis for the

17   court to refuse to consider the adjustment at sentencing, where

18   those facts need be proven only by a preponderance of the evidence.

19   The   court's   decision    that   it     need   not    consider   the    proposed

20   obstruction adjustment was erroneous as a matter of law.



21         2.     Departure on the Theory that the Loss Amount Overstated
22                Freedman's Participation and Culpability in, and His Gain
23                from, the Bank Frauds

24                Although the district court stated that it accepted the

25   PSR's determination that Freedman's base offense level was 6 and

26   should be increased by two steps for more than minimal planning and

27   by 18 steps for the $106 million loss amount (see Freedman S.Tr. 53,

28   54, 56), the court consciously declined to make a finding as to an

                                             - 61 -
 1   actual total offense level for Freedman (see, e.g., id. at 82).

 2   This, in itself, was an error of the type mentioned in Gall.                        See

 3   128   S.   Ct.   at   597     ("significant         procedural   error[s]"   include

 4   "failing to calculate . . . the Guidelines range").

 5               Instead, the court made findings similar to those made

 6   with respect to Cutler, to wit, that the "$100 million amount . . .

 7   substantially overstates . . . the culpability of" the "defendants

 8   other than Mr. Hundley" (Freedman S.Tr. 53), and that the 18-step

 9   increase resulting from that loss amount "overstate[d Freedman's]

10   participation in the offense" (id.) and "vastly" and "wildly"

11   overstated his "culpability" (id. at 56, 53).                    Although the court

12   stated that it would deal with the effect of the loss amount by

13   means of departure (see id. at 56), relying on "Restr[e]po" (id. at

14   53) and "consideration of the 3553(a) factors" (id. at 56), the

15   court never actually stated the degree to which it departed on this

16   basis.

17               To the extent that the court departed at all based on its

18   view that the banks' loss overstated Freedman's culpability for

19   participating in the bank fraud conspiracy, we conclude that that

20   decision was error, essentially for the reasons discussed in Part

21   II.B.1. above with respect to Cutler.                  The court's view that the

22   "$100 million amount . . . substantially overstates . . . the

23   culpability of" the defendants other than Hundley disregarded the

24   principle    set      forth    in   Guidelines         §   1B1.3(a)(1)(B)    that     a

25   coconspirator      is   to     be   held     responsible      for   the   reasonably

26   foreseeable amount of loss resulting from the reasonably foreseeable

27   acts of all of the coconspirators.                     Here, the massive losses

28   incurred by the banks not only were foreseeable, they were the

                                                - 62 -
 1   express goal of a highly orchestrated conspiracy.

 2                Further, Freedman's participation in that conspiracy was

 3   pervasive.    For example, Freedman, along with Tollman, Hundley, and

 4   Zukerman, made the initial contacts with Tollman-Hundley's creditors

 5   in early 1993 to represent that Tollman and Hundley were having

 6   great financial problems.      Freedman attended several meetings with

 7   Marine Midland at which he and Zukerman repeatedly represented that

 8   Tollman and Hundley lacked "the financial wherewithal to meet

 9   the[ir] obligations."      (Trial Tr. 2072; see also id. at 2068-71.)

10   Freedman introduced Cohen to representatives of Chemical Bank to

11   facilitate Cohen's attempt to negotiate the purchase of Tollman-

12   Hundley loans from that bank and attended Cohen's first meeting with

13   representatives of that bank.          (See id. at 3759-60.)           Freedman

14   instructed Cohen on how much to offer Bank of America on its loans.

15   (See id. at 3768.)       Cohen reported to Hundley and Freedman on the

16   progress of Cohen's negotiations with the banks (see id. at 3751),

17   having concealed the true identity of his principals as instructed

18   by Hundley and Freedman.

19                At the time Freedman was making representations to the

20   banks that Tollman and Hundley lacked the financial ability to meet

21   their deficiency-note obligations, he was plainly aware of the value

22   of Tollman's and Hundley's assets; he had between a 2.5 and a 4.75

23   percent   ownership   interest   in    most   of   their    business    assets.

24   Freedman's own application to the Mississippi Gaming Commission, as

25   well as those of Tollman and Hundley, showed that the market values

26   of   Tollman's     and     Hundley's    business     interests     exceeded,

27   respectively, $34 million and $37 million.                 Freedman was also

28   directly involved in the hiding by Tollman and Hundley of the HFS

                                        - 63 -
 1   stock accruing to them (worth more than $107 million) by assigning

 2   their HFS stock rights to Bryanston; Freedman was executive vice

 3   president of Bryanston and signed the assignment agreement on its

 4   behalf, and he owned a 4.75 percent interest in Bryanston.

 5               In addition, as described in Part I.A.1. above, Freedman

 6   had   Tollman-Hundley's     outside     attorneys     create     Paternoster     and

 7   Chelsea, which were funded by Bryanston and hence were owned by

 8   Tollman, Hundley, and Freedman, to purchase the victim banks' loans.

 9   Freedman had Smith sign Paternoster contracts; and Freedman sent at

10   least one victim bank a letter signed by Tollman and Hundley

11   certifying that they had no beneficial or legal interest, directly

12   or indirectly, in Chelsea.

13               Thus,   while   Freedman      was   not   one   of     the   two    major

14   beneficiaries of the frauds, he plainly was a key participant, and

15   there can be no doubt that he was aware of the frauds' magnitude.

16   He    had   participated    in   the      negotiations      that     led   to    the

17   restructuring of Tollman-Hundley's debt and hence was aware that

18   Tollman and Hundley were personally liable for about $100 million of

19   that debt.     He gave Cohen a list of the creditor banks and the

20   outstanding balances, with instructions to negotiate to purchase

21   those loans for 20 percent or less of their balances.

22               Further, Freedman was a multi-million-dollar beneficiary

23   of the frauds.      Although the district court stated that no part of

24   the banks' $106 million loss was actually paid to Freedman, that was

25   a consequence of the fact that the frauds were designed to result in

26   a reduction of debt rather than an extraction of cash.                     In fact,

27   however, the assignment by Tollman and Hundley to Bryanston of their

28   HFS stock--which might otherwise have had to be used to pay their

                                            - 64 -
 1   deficiency notes--inured to the benefit of Freedman as a part owner

 2   of Bryanston.     Given that the proceeds from the HFS stock exceeded

 3   $107   million    and    that   Freedman's      share      of    Bryanston     was    4.75

 4   percent,   the    frauds    resulted   in       an   increase      in    the   value    of

 5   Freedman's interest in that company by more than $5 million.                         Even

 6   without regard to that increase in the value of Freedman's interest

 7   in Bryanston, the amount that the district court found Freedman had

 8   gained and should forfeit as a result of his participation in the

 9   bank fraud offenses (to wit, salary, legal fees, and the value of

10   shares he received in the casino venture) exceeded $3 million.

11               Thus, we conclude that the court's finding that the

12   magnitude of the banks' losses overstated Freedman's culpability and

13   was "wildly" disproportionate to his gain was a clearly erroneous

14   assessment of the evidence in the record as to the nature and

15   pervasiveness of his actions and his substantial financial interest

16   in the success of the frauds.          And to the extent that the district

17   court departed downward based on its refusal to consider the entire

18   loss   caused    by   the   coconspirators,          it   erred     by    ignoring     the

19   principle that a coconspirator is to be held accountable for the

20   entire amount of loss that was reasonably foreseeable to him.

21               We also conclude that in determining the sentence to be

22   imposed on Freedman, the court erred in its interpretation of

23   § 3553(a)'s requirement that the court consider the need for "just

24   punishment for the offense," 18 U.S.C. § 3553(a)(2)(A), and, as a

25   consequence, in its view as to what constitutes "adequate deterrence

26   to criminal conduct," id. § 3553(a)(2)(B).                      The court ruled that

27   although the seriousness of Freedman's offense would ordinarily

28   warrant    a    prison    term,   Freedman       had      already       received     "just

                                            - 65 -
 1   punishment for the offense" because of "the public nature of the

 2   prosecution, the public humiliation that the defendant has suffered,

 3   the loss of his law license and various other consequences, and the

 4   certainty of prosecution."          (Freedman S.Tr. 63-64.)          The court also

 5   found that these factors were sufficient to accomplish "deterrence

 6   in the general sense."          (Id. at 64.)      As a matter of law and reason,

 7   we cannot agree.

 8               First, the consequences listed by the court are hardly

 9   unusual.      An attorney convicted of a felony usually loses his

10   license to practice law.          The imposition of a light sentence on this

11   basis is not within the court's discretion.                See, e.g., Koon, 518

12   U.S. at 110 (finding the court's downward departure based on the

13   defendants'      being    "barred    from    future     work   in"    their    chosen

14   occupations to be an abuse of discretion:                "Although cognizant of

15   the deference owed to the District Court, we must conclude it is not

16   unusual    for   a    public    official    who    is   convicted     of    using   his

17   governmental authority to violate a person's rights to lose his or

18   her job and to be barred from future work in that field." (emphasis

19   added)).

20               Nor is it unusual for a person convicted of participating

21   in   a   conspiracy      to    perpetrate   massive     frauds   to    be    publicly

22   prosecuted and suffer public humiliation.                Those are consequences

23   generally suffered by anyone accused and convicted of a crime,

24   especially a crime involving frauds causing losses of more than

25   $100 million.        Thus, the imposition of a nonincarceratory sentence

26   on the basis that a defendant has suffered sufficiently simply

27   because he was prosecuted and convicted would create unwarranted

28   disparities among similarly situated defendants.

                                             - 66 -
 1               Finally, the circumstances referred to by the district

 2   court do not constitute punishment.         The public nature of criminal

 3   prosecutions is part of our constitutional fabric; the public

 4   humiliation suffered by one prosecuted and convicted of a crime is

 5   an ordinary consequence of his conduct, not a condition imposed by

 6   the criminal codes or the judicial process.          These circumstances,

 7   though adverse, are not what § 3553(a)(2)(A) means by "punishment."

 8   Hence they cannot properly be viewed as fulfilling the need for the

 9   imposition of just punishment.       And given that the more massive a

10   fraud, the more likely it is that the prosecution will generate

11   publicity, the logical extension of the district court's view--i.e.,

12   that Freedman's public humiliation and the public nature of his

13   prosecution   were   punishment    enough--would     mean   that    the   more

14   flagrant    the   crime,   the   less   actual    statutorily      prescribed

15   "punishment" it would require.      And of course, the less punishment

16   that is meted out, the less deterrent effect the sentence will have

17   on others contemplating similar crimes.



18        3.    Departure for Freedman's Family Circumstances

19               As discussed in Part II.B.3. above, departures based on

20   family responsibilities are not permitted by the advisory Guidelines

21   except in extraordinary circumstances.        The district court granted

22   such departures in favor of Freedman on the basis of his long

23   relationship with his brother, who is mentally retarded and has

24   cerebral palsy, and, separately, on the basis of his relationship

25   with his mother-in-law, who is elderly.          While these circumstances

26   are sympathetic, they fall short, singly and in combination, of

27   showing the extraordinary circumstances needed to relieve Freedman

                                        - 67 -
 1   of a substantial prison term.

 2                 Freedman is not his disabled brother's primary care-giver.

 3   His brother lives in an assisted living facility. Further, although

 4   Freedman's relationship with his brother seems more substantial than

 5   some sibling relationships, their relationship does not involve

 6   frequent interaction in person.          Freedman lives in New York and his

 7   brother lives in Massachusetts; their communications are largely

 8   telephonic.      In addition, although the court found that Freedman

 9   provides his brother with a type of support that others cannot

10   provide and have not provided, the court did not mention the fact,

11   noted    in   the   PSR,    that   Freedman     has   a   sister    who   lives   in

12   Massachusetts and shares the responsibility for making decisions

13   with respect to their brother's affairs.              It is beyond the bounds of

14   discretion to conclude that Freedman's brother's need to telephone

15   Freedman, sympathetic as it is, warrants the reduction of Freedman's

16   prison time from the PSR-recommended 108-135 months to zero.

17                 Nor is Freedman the primary care-giver for his mother-in-

18   law.    She too lives in an assisted living facility.              And the court's

19   only finding in support of its conclusion that this relationship too

20   "entitle[d] Mr. Freedman to a downward departure" was that Freedman

21   "manag[es her] affairs and tak[es] her out."                 (Freedman S.Tr. 59-

22   60.)    These circumstances fall far short of a basis for departure.



23          4.     Departure on Account of Freedman's Age and Health

24                 Finally, we turn to the court's departure on the basis of

25   Freedman's age--nearly 69 at the time of sentencing--and his health.

26    "Age . . . is not ordinarily relevant in determining whether a

27   sentence      should   be   outside   the       applicable    guideline    range."

                                            - 68 -
 1   Guidelines § 5H1.1 (Policy Statement).                       This departure is most

 2   troublesome because of the implications of the court's findings with

 3   respect to the ability of the BOP to care for prisoners who have

 4   heart conditions and because the evidence as to the ailment on which

 5   the court principally relied indicated that that ailment was not

 6   caused by Freedman's heart condition and was neither permanent nor

 7   constant.

 8                The Sentencing Reform Act provides that the Sentencing

 9   Commission "shall consider whether" various factors, including a

10   defendant's       physical     condition,          "have    any   relevance"       to   the

11   "imposition of [a] sentence[] of . . . imprisonment," and that it

12   "shall take th[ose factors] into account only to the extent that

13   they do have relevance."             28 U.S.C. § 994(d)(5).            The Guidelines

14   state   that      a    defendant's   "[p]hysical           condition   .   .   .   is   not

15   ordinarily relevant in determining whether a sentence should be

16   outside the applicable guideline range," Guidelines § 5H1.4 (Policy

17   Statement).       Accordingly, we have stated that in order to warrant a

18   departure resulting in a nonincarceratory sentence on the basis of

19   an extraordinary health condition, the "defendant must be seriously

20   infirm with [a] medical condition that cannot be adequately cared

21   for by [the] Bureau of Prisons . . . ."                    United States v. Martinez,

22   207 F.3d 133, 139 (2d Cir. 2000); see generally United States v.

23   Altman, 48 F.3d 96, 104 (2d Cir. 1995).

24                In       connection   with     Freedman's        heart    condition,       the

25   government        submitted    the    BOP     Health        Systems    Administrator's

26   statement that the inmates housed and cared for by the BOP include

27   "18,877 with hypertension, 4,016 with hyperlipidemia, 1,926 with

28   carotid artery disease, 4,000 with cardiac disease, 3,465 with

                                               - 69 -
 1   arteriosclerotic heart disease, 2,100 with cardiac arrhythmia, and

 2   1,121 with congestive heart failure."         (First Cadogan Letter at 2.)

 3   The BOP represented that it could provide adequate medical care for

 4   Freedman as well. In addition, following Freedman's near-fatal bout

 5   with urosepsis, the government presented evidence that the BOP has

 6   contracts with major medical centers that offer the BOP "a wide

 7   range of trained surgical specialists," and that each prison has

 8   procedures in place to provide both "routine" care and timely

 9   "emergency transportation" to one of the local medical centers.

10   (Second Cadogan Letter at 1.)

11               The district court, in concluding that the BOP could not

12   adequately care for Freedman, stated that it knew that each prison

13   had contracts with outside medical facilities, but stated, "I also

14   know it to be true . . . that one does not get the immediate

15   monitoring and immediate response that in this instance has proved

16   so necessary literally for Mr. Freedman's life." (Freedman S.Tr. 58

17   (emphasis added).)      The court found that "the BOP does not have the

18   ability, in my view, to monitor Mr. Freedman's situation constantly

19   and to respond immediately," and that "the recent health issue has

20   made it very, very plain that without that ability to monitor

21   constantly and respond immediately, sending Mr. Freedman to prison

22   would in effect be a death sentence."         (Id. (emphases added).)

23               We   have   two   principal   difficulties    with   the   court's

24   findings.        Preliminarily,   however,    we   note   that   the   court's

25   statement that "sending Mr. Freedman to prison would in effect be a

26   death sentence" appears, on this record, to be hyperbole.              After so

27   stating, the court proceeded to address other bases for departure

28   (e.g., Freedman's relationships with his brother and mother-in-law)

                                          - 70 -
 1   and concluded that both warranted a downward departure (see id. at

 2   59-60).   The court also considered Freedman's charitable works,

 3   along with "the collateral consequences suffered here"--apparently

 4   referring to Freedman's public humiliation and the loss of his

 5   license   to   practice    law--and    "the     substantially     overlapping

 6   enhancements"--apparently referring to the magnitude of the losses

 7   and the need for more than minimal planning in order to defraud

 8   banks of amounts of such magnitude (which were the only recommended

 9   enhancements that were accepted by the court)--and concluded that

10   "all of these factors . . . in combination also independently

11   deserve[d] a downward departure."           (Id. at 60).   Without endorsing

12   the   proposition   that   these   factors      could   justify   a   downward

13   departure, we presume that there would have been no need to address

14   any other ground for departure if the court had literally meant that

15   a prison term for Freedman would result in his death.

16              Our main difficulties with the court's decision that

17   Freedman's health precluded imprisonment are (1) that the district

18   court's views constitute a clearly erroneous assessment of the

19   evidence, in light of Freedman's own evidence as to both the onset

20   and the outcome of his near-fatal episode of urosepsis, and (2) that

21   the court cited no evidentiary support for its assertion that the

22   BOP cannot provide adequate care for Freedman.

23              As to the state of Freedman's health, the court referred

24   to "the recent health issue," to a need for "constant[]" monitoring,

25   and to the availability of an "immediate response that in this

26   instance has proved so necessary literally for Mr. Freedman's life"

27   (id. at 58).     The court did not refer, however, to any of the

28   details of Freedman's recent health scare, and those details raise

                                        - 71 -
 1   serious questions as to the court's conclusion that the BOP lacks

 2   the ability to care for Freedman, for the evidence did not indicate

 3   that he needs to be "monitor[ed] constantly."

 4                First, while Freedman's heart condition made treatment for

 5   his   emergency   problem        difficult,      the    episode        that    was     life-

 6   threatening was not caused by his heart condition. Although it was,

 7   as    his    cardiologist        stated,    "an        unfortunate        event"        that

 8   "demonstrate[d] the necessity of careful and ongoing medical care,

 9   given [his] cardiac condition," it nonetheless was an "event"

10   (Reison May 23 Letter at 1), rather than either an aspect of his

11   chronic heart condition or an additional permanent condition.

12                Second, the reports of Freedman's physicians revealed the

13   transitory    nature   of    the   event,       which    began    as     kidney       stones

14   blocking     Freedman's     urinary    tract,          causing    pain        and    fever.

15   Freedman's urologist explained that, in the hospital, a catheter was

16   inserted,     bypassing     an    obstructing      stone,        and    that        Freedman

17   thereafter went into shock and urosepsis.                   (See Wechsler May 10

18   Letter.) Hospital records show that after some 3½ weeks, nearly two

19   of which Freedman spent in intensive care, a procedure was performed

20   in which Freedman's kidney stones were broken up and most of the

21   pieces removed (see Discharge Summary Note for Freedman, Sanford, by

22   Michael Wechsler, M.D., dated April 20, 2005 ("Hospital Discharge

23   Summary Note"), at 2-3); that Freedman "tolerated the procedure well

24   and was sent to the recovery room in good condition" (Operative

25   Report of Michael Wechsler, M.D., dated April 19, 2005 ("Operative

26   Report"), at 2); and that there were no complications (see Hospital

27   Discharge Summary Note at 3).

28                One day after that procedure, Freedman was well enough to

                                            - 72 -
 1   leave the hospital.         Upon his discharge, his condition was "[g]ood,

 2   tolerating    [a]     regular      diet,"     and        he    was   able    to   "ambulate

 3   independently without problems." (Id.) Although after the April 19

 4   procedure     a   few      tiny   fragments         of    stone      had    remained,    the

 5   urologist's "feeling was that these fragments would easily pass."

 6   (Operative Report at 2.)            By the time of the urologist's May 10

 7   letter to the court, only one fragment of stone remained; the letter

 8   stated that if that remaining fragment did not pass, it would have

 9   to be removed surgically; but there was no suggestion that there was

10   any impediment to that procedure should it be needed. (See Wechsler

11   May   10   Letter.)        The    need   to   "watch[          Freedman]     closely"    was

12   described only as persisting "until he is stone-free and until his

13   condition is completely stabilized."                 (Id.)       The letter stated that

14   Freedman had "continued to do fairly well."                      (Id.)

15                As to the period following Freedman's discharge from the

16   hospital, the records of his visits to his cardiologist's office

17   reflected that Freedman "feels well" (Notes of Dr. Reison dated

18   April 28 and May 2, 2005), and that Freedman "feels OK but still

19   fatigues easily" (Notes of Dr. Reison dated May 23, 2005).                               The

20   cardiologist's May 23 letter to the district court stated that

21   Freedman's "recovery since his hospitalization has been slow but

22   steady.    He currently is gaining strength . . . ."                        (Reison May 23

23   Letter at 1.)

24                There    is     no   question         that       Freedman's     episode    with

25   urosepsis presented an emergency event that was nearly fatal; but

26   these records show that the event was transitory, an infection from

27   which Freedman recovered.

28                Third, the onset of Freedman's emergency was not sudden.

                                               - 73 -
 1   Freedman was admitted to the hospital on March 25; however, his

 2   painful symptoms had begun days earlier.     Freedman's wife, in a

 3   letter to the district court, stated that "[d]uring the week of

 4   March 20, [Freedman] was experiencing great pain from kidney stones.

 5   His symptoms grew worse throughout the week . . . ."     (Letter from

 6   Frances Freedman to Judge Preska dated June 6, 2005 ("Frances

 7   Freedman Letter"), at 1 (emphases added).)   By the end of the week

 8   his condition had so deteriorated that Freedman's cardiologist, Dr.

 9   Reison, was consulted, and he instructed Mrs. Freedman to take

10   Freedman to the hospital emergency room.     (See id.)   The crucial

11   need for "rapid attention" was attributed by his cardiologist to

12   "his deteriorating status."   (Reison May 23 Letter at 1.)   However,

13   according to Freedman's wife's letter to the court, it had taken

14   nearly a week after the onset of his pain for Freedman's problem to

15   grow to crisis proportions.

16             The district court, in "find[ing] that adequate medical

17   care for [Freedman] cannot be accomplished in prison" (Freedman

18   S.Tr. 64), made no reference to any of these facts--the fact that

19   Freedman's urosepsis was not caused by his cardiac condition, the

20   transitory nature of the urosepsis, the length of time it had taken

21   for his condition to reach crisis proportions, and the physicians'

22   reports that Freedman was doing well after leaving the hospital.

23   Thus, in finding that adequate medical care cannot be provided

24   because "the BOP does not have the ability, in my view, to monitor

25   Mr. Freedman's situation constantly and to respond immediately" (id.

26   at 58 (emphasis added)), the court ignored the fact that Freedman

27   did not require "constant[]" monitoring:     his condition did not

28   reach emergency proportions until he had been in "great pain" for a

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 1   week.

 2                Further,       the    district        court's    view    that     Freedman's

 3   condition requires "constant[]" monitoring was clearly erroneous in

 4   light of the statements of Freedman's physicians and the medical

 5   records.    The cardiologist's statement that Freedman would not have

 6   survived without "rapid attention to his deteriorating status"

 7   (Reison May 23 Letter at 1) was focused on a status that had been

 8   preceded by several days of Freedman's own delay in seeking medical

 9   attention for his painful symptoms.                 As to Freedman's status after

10   leaving    the    hospital,       the   cardiologist         stated   that     Freedman's

11   cardiac condition requires "careful and ongoing medical care" (id.),

12   and the urologist stated that Freedman "will need to be watched very

13   closely"    "until     he    is    stone-free       and   until      his    condition    is

14   completely stabilized" (Wechsler May 10 Letter (emphases added));

15   but neither physician stated that Freedman needed to be monitored

16   "constantly."

17                Indeed, we see no suggestion in the record that, following

18   his release from the hospital, Freedman was so monitored.                               The

19   record does not indicate that he saw his cardiologist more than once

20   or twice a week; and the hospital's "discharge plans" called for

21   Freedman to "[f]ollow up with [his urologist] in 2 weeks" (Hospital

22   Discharge Summary Note at 3 (emphasis added)).

23                Thus, the major premise of the district court's finding

24   that the BOP cannot adequately care for Freedman, i.e., that he

25   requires   "constant[]"           monitoring,       reflects    a    clearly    erroneous

26   assessment       of   the   evidence.         As    there     was    no    evidence   that

27   Freedman's heart condition requires constant monitoring, the court's

28   view that the BOP cannot provide constant monitoring for his heart

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 1   condition provides no basis for giving Freedman a nonincarceratory

 2   sentence.

 3                Finally, even if the record supported the court's premise

 4   that Freedman's condition required constant monitoring, we see no

 5   support in the record for the district court's finding that the BOP

 6   could not or would not provide that care.             The government presented

 7   evidence that the BOP cares for many thousands of inmates who have,

 8   inter alia, cardiac disease, hypertension, carotid artery disease,

 9   arteriosclerotic      heart   disease,          cardiac      arrhythmia,     and/or

10   congestive    heart   failure.       Although      the    court   stated    that   it

11   "know[s] it to be true . . . that one does not get . . . immediate

12   monitoring and immediate response" from the BOP, the court cited no

13   evidence to support that statement. If there is evidence to support

14   a finding that the BOP is incapable of providing prompt response to

15   inmates'    emergency    medical   needs,       its   disclosure    is     not   only

16   essential to the sustainability of the findings in this case, it is

17   essential    for   the   avoidance    of       unwarranted    disparities        among

18   similarly situated defendants; and it is in the best interest of a

19   humane society that any such evidence be disclosed.

20                In sum, in all the circumstances indicated here, the

21   district court's reasons for imposing on Freedman a nonincarceratory

22   sentence are not supported by the evidence.                  The record does not

23   support the proposition that Freedman's medical condition cannot be

24   adequately cared for by the BOP, and we thus cannot conclude that

25   the departure on the basis of his health--either alone or in

26   combination with any other factors--was authorized.



27

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 1                               CONCLUSION



 2               We have considered and found to be without merit the

 3   arguments of Cutler and Freedman in opposition to the government's

 4   appeal and cross-appeal, respectively, challenging the sentences

 5   imposed on them.      Given the procedural errors, the clear factual

 6   errors,   and   the   misinterpretations    of   the   §   3553(a)   factors

 7   discussed   above--in    particular   of   the   needs     to   provide   just

 8   punishment, to afford adequate deterrence of crimes by others, to

 9   avoid unwarranted disparities among similarly situated defendants,

10   and to promote respect for the law--we conclude that the court's

11   sentence on Cutler insofar as it ordered him to serve a relatively

12   short term of imprisonment, and its sentence on Freedman insofar as

13   it imposed no term of imprisonment, are substantively unreasonable

14   and constituted an abuse of discretion.      Accordingly, the sentences

15   imposed on Cutler and Freedman are vacated, and the matters are

16   remanded for further proceedings not inconsistent with this opinion.




                                       - 77 -
 1   POOLER, Circuit Judge, concurring:

 2         I agree with the majority that the two sentences about which we

 3   write today must be vacated and the cases remanded to the district

 4   court.      My disagreement is, in part, with the breadth of the

 5   discussion.      The majority opinion skillfully explains the several

 6   procedural errors committed by the district court in imposing

 7   sentence.    I need not repeat them here.               Whether or not I agree with

 8   each finding of error, I concur that remand for resentencing is

 9   required.     Since we find that the district court has not, as yet,

10   imposed      a procedurally adequate sentence, my understanding of

11   United States v. Booker, 543 U.S. 220 (2005), and the triad of

12   recent cases, Rita v. United States, 127 S. Ct. 2456 (2007),

13   Kimbrough v. United States, 128 S. Ct. 558 (2007), and Gall v.

14   United States, 128 S. Ct. 586 (2007), is that it is premature for

15   the appellate court to engage in substantive review. I believe that

16   the   district     court   is   entitled     to      the   opportunity       to   correct

17   procedural errors and, if or when a procedurally correct sentence is

18   imposed,     and    is     appealed,    we        may      engage     in     substantive

19   reasonableness review -- applying “a deferential abuse-of-discretion

20   standard,” Gall, 128 S. Ct. at 591, id. at 598, and, when a sentence

21   is outside the Guidelines range, giving “due deference to the

22   district court’s decision that the § 3553(a) factors, on a whole,

23   justify the extent of the variance,” Gall, 128 S. Ct. at 597.                          By

24   concluding     that      the    sentences       of    Cutler    and        Freedman   are

25   substantively unreasonable, the majority is substituting its view of

26   what their proper sentences are, for that of the district court, an

27   exercise we are reminded is not within our province to accomplish.



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