FILED
United States Court of Appeals
Tenth Circuit
January 20, 2009
PUBLISH Elisabeth A. Shumaker
Clerk of Court
UNITED STATES COURT OF APPEALS
TENTH CIRCUIT
RODA DRILLING COMPANY;
RODA, LLC; ROLAND ARNALL;
DAWN ARNALL; THE ROLAND
AND DAWN ARNALL LIVING No. 08-5115
TRUST,
Plaintiffs-Counter-Defendants -
Appellees,
v.
RICHARD SIEGAL, an individual;
BIPPY SIEGAL, an individual;
PALACE OPERATING COMPANY, a
corporation,
Defendants - Appellants,
and
PALACE EXPLORATION
COMPANY, a corporation; B&R
EXPLORATION CO., INC.;
BISTATE OIL MANAGEMENT
CORPORATION; OIL AND GAS
TITLE HOLDING CORPORATION,
Defendants-Counter-Claimants-
Appellants.
APPEAL FROM THE UNITED STATES DISTRICT COURT
FOR THE NORTHERN DISTRICT OF OKLAHOMA
(D.C. No. 07-CV-00400-GKF-FHM)
Stanley Arkin (Michelle A. Rice, Sean R. O’Brien and Justin M. Sher of Arkin,
Kaplan, Rice, L.L.P., New York, New York, and Curtis M. Long and Steven J.
Adams of Fellers, Snider, Blakenship, Bailey & Tippens, P.C., Tulsa, Oklahoma,
on the briefs), for Defendants - Appellants and Defendants-Counter-Claimants -
Appellants.
Oliver S. Howard (M. Benjamin Singletary, Joseph W. Morris and Richard B.
Noulles of Gable Gotwals, with him on the briefs), Tulsa, Oklahoma, for
Plaintiffs-Counter-Defendants - Appellees.
Before KELLY, BALDOCK, and O’BRIEN, Circuit Judges.
KELLY, Circuit Judge.
This is an appeal from the grant of a preliminary injunction by a magistrate
judge exercising consent jurisdiction. 28 U.S.C. § 636(c); Fed. R. Civ. P. 73; see
RoDa Drilling Co. v. Siegal, No. 07-CV-400-GKF-FHM, 2008 WL 4056229
(N.D. Okla. Aug. 11, 2008). Defendants-Appellants and Defendants-
Counterclaimants-Appellants (collectively referred to as Defendant or Palace)
argue that the magistrate judge incorrectly applied the preliminary injunction
standard in granting Plaintiffs-Counter-Defendants-Appellees (collectively
referred to as Plaintiff or RoDa) a preliminary injunction.
On July 19, 2007, Plaintiff RoDa filed a complaint against Defendant
Palace, alleging fraud, breach of contract, and breach of fiduciary duty with
respect to various oil and gas investments Palace made on RoDa’s behalf, and
seeking the transfer of record title to RoDa of these oil and gas properties, in
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addition to various other relief. 1 App. 43. On January 28, 2008, RoDa sought a
preliminary injunction seeking record title to the various oil and gas investments.
App. 584. The magistrate judge granted the injunction on July 23, 2008. RoDa
Drilling Co. v. Siegal, No. 07-CV-400-GKF-FHM, 2008 WL 2891122 (N.D. Okla.
July 23, 2008) (later corrected and superseded on August 11, 2008, RoDa Drilling
Co., 2008 WL 4056229). Palace initially filed a motion to stay the injunction on
July 30, 2008, arguing that it was improvidently granted. App. 2180. The
magistrate judge denied the motion, RoDa Drilling Co. v. Siegal, No. 07-CV-
400-GKF-FHM, 2008 WL 3560976 (N.D. Okla. Aug. 11, 2008), and Palace
subsequently moved this court for a stay. On September 10, 2008, we granted the
stay “[i]n light of the short time remaining” before the appeal came before the
merits panel. RoDa Drilling Co. v. Siegal, No. 08-5115, at 2 (10th Cir. Sept. 10,
2008). After oral argument, this panel dissolved the stay. RoDa Drilling Co. v.
Siegal, No. 08-5115, at 2 (10th Cir. Nov. 20, 2008).
Our jurisdiction arises under 28 U.S.C. § 1292(a)(1), 28 U.S.C. § 636(c)(3),
and Fed. R. Civ. P. 73(c), and we affirm the grant of the preliminary injunction.
1
Specifically, in its complaint, RoDa additionally sought “damages
resulting from Defendants’ actions for which transfer of record title does not
provide . . . full compensation for Defendants’ misconduct,” as well as an
accounting of the relevant properties and the use of RoDa’s cash by Defendants,
an order that the promissory notes at issue are not enforceable, and punitive
damages, among other relief. App. 62.
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Background
Roland 2 and Dawn Arnall created the general partnership RoDa Drilling
Company in 2002. App. 1745, 2889-2901. RoDa, LLC, and The Roland and
Dawn Arnall Living Trust are partners of RoDa. App. 45.
In April 2002, the Arnalls first met with Richard Siegal, a principal of
Palace Exploration Company, Palace Operating Company, B&R Exploration Co.,
Inc., Bistate Oil Management Corp., and Oil and Gas Title Holding Corp. App.
45, 47, 1748. The purpose of the meeting was to investigate potential oil and gas
investments, which would be managed by Mr. Siegal through Palace. App. 47-49;
1748-51. After several discussions, the Arnalls agreed to participate. RoDa
Drilling, 2008 WL 4056229, at *1, ¶ 2.
The parties agreed that RoDa would provide funding to Palace for the
purchase of oil and gas properties. Id. Palace would hold the properties in its
own name (so the parties might benefit from Palace’s alleged reputation in the
marketplace), managing and developing the properties on behalf of the Arnalls,
and paying RoDa revenues from the properties. Id.; App. 1764-65, 1767. Under
the agreement, RoDa could request transfer of record title to the properties at any
time. App. 1765, 1767, 1872. In addition to capital investment funds, RoDa was
to undertake deferred payment obligations to Palace (“promissory note
2
Roland Arnall passed away in March 2008. App. 1745.
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obligations”) as compensation to Palace and as part of the intangible drilling costs
of the properties. App. 1754-55, 1765-66, 1870-71. RoDa was to pay these
additional promissory note obligations out of any returns on the properties. App.
1754-55, 1761, 1765-66, 1870-71. These full-recourse notes ostensibly supported
RoDa’s tax deductions for intangible drilling costs, App. 1754-57, 1833, 1870;
however, the Internal Revenue Service has since indicated that it may challenge
these deductions based on RoDa’s lack of record title to the properties, App. 955-
59; see also RoDa Drilling, 2008 WL 4056229, at *3, ¶¶ 16, 17.
In May 2002, RoDa provided Palace $25 million as its initial capital
contribution. App. 1760-61, 1829. Throughout 2002, RoDa invested $125
million, and over the next four years RoDa invested many more millions of
dollars in various properties, all of which were held in the name of Palace. App.
1767-69, 1776-77, 1790-91, 1829. From 2002 through 2004, RoDa invested $875
million in cash, and orally agreed to invest an additional $1.05 billion in notes.
App. 1755-57, 1767-69, 1776-77, 1790-91, 1793. RoDa has invested nearly $1
billion in cash since 2004 to preserve the value of its properties, for an overall
total investment of nearly $1.9 billion. App. 845-46, 2536.
Remarkably, no writing was ever executed by both parties on either the
capital investments or the promissory note payments. App. 877-78, 947, 1777-78,
1828. However, Palace did attempt to memorialize the agreement terms on at
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least two occasions. In 2004, Palace delivered to RoDa a proposed Prospect
Agreement, which explicitly required Palace to transfer record title to the RoDa
properties within thirty days of a written request. App. 2281-87, at 2, ¶ 5. Palace
executed this agreement, but RoDa did not. App. 880-82, 923-25. In addition,
Palace delivered to RoDa a Turnkey Drilling Contract. App. 2279-80; see Aplee.
Br. at 19. RoDa declined to sign this contract, stating that the parties had not
reached a “full meeting of the minds on all the terms of the deal.” App. 923; see
also App. 880. Over the years, the parties have maintained their relationship;
however, on two occasions, RoDa has requested transfer of record title to its
properties, but due to administrative issues the transfers, while attempted, were
never completed. App. 808-14; see also RoDa Drilling, 2008 WL 4056229, at *2,
¶ 12. The parties dispute whether Palace holds a security interest in the RoDa
properties or whether the transfer of title is conditioned on RoDa’s satisfaction of
the promissory note agreement. App. 847-48, 1765, 1767, 1798, 1873; Aplt. Br.
at 8-11; Aplee. Br. at 11.
In approximately 2005, the Arnalls became concerned about their
investments with Palace, App. 1779-84, and retained consultants to assist them
with the oil and gas investments. App. 1783-84, 1877-83, 1902-08. As a result
of the consultants’ findings, RoDa requested transfer of title to the properties in
late 2006 so it could effectively manage them and implement its own business and
investment decisions. App. 476, 1885-89. At that point, Palace linked the
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transfer of title to RoDa’s satisfaction of its outstanding “obligations” to Mr.
Siegal and Palace, including requests for additional capital and promissory note
payments. App. 476, 847-48, 1767. Since June 2007, RoDa has been working
directly with Mr. Robert Zinke, the manager of the largest firm operating many of
the properties. App. 1061-62, 1238, 1910-11, 1914-16. During 2006 and 2007,
RoDa met with Palace several times in an effort to resolve the dispute, including
in September 2007. App. 1788-90. Thus far, the parties have not been able to
resolve their issues, and Palace has refused to transfer record title to any of the oil
and gas properties despite RoDa’s requests. App. 1788-89, 1886-88.
After an evidentiary hearing, the magistrate judge ordered transfer of
record title to RoDa of all interests, properties, and assets beneficially held by
Palace. RoDa Drilling, 2008 WL 4056229, at *9. Palace claims the magistrate
erred in (1) failing to apply the heightened standards applicable when granting a
“mandatory” preliminary injunction that alters the status quo; (2) finding that
RoDa will sustain irreparable injury sufficient to warrant such an injunction; (3)
concluding that RoDa has demonstrated a substantial likelihood of success on the
merits in its breach of contract and fiduciary duty claims; (4) holding that RoDa
made a strong showing that the balance of harms weighs in its favor; and (5)
failing to require that RoDa post a bond or otherwise ensure satisfaction of its
alleged $1 billion in outstanding obligations to Palace. Aplt. Br. at 2-3.
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Discussion
We review the grant of a preliminary injunction for abuse of discretion. O
Centro Espirita Beneficiente Uniao Do Vegetal v. Ashcroft, 342 F.3d 1170, 1176-
77 (10th Cir. 2003), affirmed en banc, 389 F.3d 973 (10th Cir. 2004) (per
curiam), affirmed, 546 U.S. 418 (2006); Dominion Video Satellite, Inc. v.
EchoStar Satellite Corp., 269 F.3d 1149, 1153 (10th Cir. 2001). “A district court
abuses its discretion if it commits an error of law, or is clearly erroneous in its
preliminary factual findings.” Dominion Video, 269 F.3d at 1153 (internal
quotation marks omitted). In our previous cases, we have characterized an abuse
of discretion as “an arbitrary, capricious, whimsical, or manifestly unreasonable
judgment.” Winnebago Tribe of Neb. v. Stovall, 341 F.3d 1202, 1205-06 (10th
Cir. 2003) (quoting Coletti v. Cudd Pressure Control, 165 F.3d 767, 777 (10th
Cir. 1999)). We will set aside a preliminary injunction for abuse of discretion
when the district court applies the wrong legal standard in granting a motion for
such an injunction. Dominion Video, 269 F.3d at 1153 (citing SCFC ILC, Inc. v.
Visa, USA Inc., 936 F.2d 1096, 1098 (10th Cir. 1991)). Because the standard for
abuse of discretion is high, and we find that the magistrate judge clearly set forth
its reasoning for granting the injunction, we affirm. See Winnebago Tribe, 341
F.3d at 1206.
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I. Application of a Heightened Standard
To obtain a preliminary injunction, the moving party must demonstrate four
factors: (1) a likelihood of success on the merits; (2) a likelihood that the movant
will suffer irreparable harm in the absence of preliminary relief; (3) that the
balance of equities tips in the movant’s favor; and (4) that the injunction is in the
public interest. Winter v. Natural Res. Def. Council, Inc., 129 S. Ct. 365, 374
(2008); see also O Centro, 342 F.3d at 1177. Because the primary goal of a
preliminary injunction is to preserve the pre-trial status quo, courts should be
especially cautious when granting an injunction that requires the nonmoving party
to take affirmative action—a mandatory preliminary injunction—before a trial on
the merits occurs. 3 O Centro, 389 F.3d at 977. Therefore, before we will grant
such relief, we require a movant seeking such an injunction to make a heightened
showing of the four factors. Id. at 977, 979. In doing so, our aim is to minimize
3
Certain types of preliminary injunctions are disfavored: (1) preliminary
injunctions that alter the status quo, (2) mandatory preliminary injunctions, and
(3) preliminary injunctions that give the movant all the relief it would be entitled
to if it prevailed in a full trial. O Centro, 389 F.3d at 975. When a disfavored
injunction is sought, the modified likelihood-of-success-on-the-merits test, is not
appropriate—a movant must demonstrate a substantial likelihood of success on
the merits, in addition to the other elements. Id. at 980. Under the modified test,
a movant need only show “questions going to the merits so serious, substantial,
difficult and doubtful, as to make the issues ripe for litigation and deserving of
more deliberate investigation.” Walmer v. United States Dep’t of Defense, 52
F.3d 851, 854 (10th Cir. 1995). We further note that, in the instant case, the grant
of a mandatory preliminary injunction does not award RoDa the entirety of its
requested relief. See App. 62.
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any injury that would not have occurred but for the court’s intervention. Id. at
978. While we recognize that mandatory preliminary injunctions are traditionally
disfavored, Schrier v. Univ. of Colo., 427 F.3d 1253, 1258-59 (10th Cir. 2005),
when the moving party demonstrates that the “exigencies of the case require
extraordinary interim relief,” the district court may grant the motion upon
satisfaction of the heightened burden. O Centro, 389 F.3d at 978.
Palace argues that the magistrate judge failed to apply the appropriate
standard for granting a mandatory preliminary injunction. See Aplt. Br. at 20-22.
It claims that the ruling does not identify the requisite “exigencies” upon which
such extraordinary relief may be granted and fails to impose, both implicitly and
explicitly, the heightened “strong showing” burden on RoDa. Id. at 21-22.
Essentially, it argues that, because RoDa already held complete control over the
properties at issue and Palace never once contravened RoDa’s decision-making
authority, it was impossible for RoDa to demonstrate irreparable harm. Id.
Palace’s arguments lack merit. The district court methodically laid out the
standard it relied upon, citing all four factors, discussing the unusual nature of a
mandatory injunction, and declaring that an injunction of this sort “‘must be more
closely scrutinized to assure the exigencies of the case support the granting of a
remedy that is extraordinary even in the normal course.’” RoDa Drilling, 2008
WL 4056229 at *5, ¶ 2 (quoting O Centro, 389 F.3d at 975). The magistrate
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judge further announced that he had “more closely scrutinized the . . . factors to
assure that the exigencies of the case support the granting of [the motion].” Id. at
*5, ¶ 4. While the court did not discuss the heightened burden explicitly, it is
clear from the cited language of the order that the magistrate judge was aware that
a mandatory injunction is an unusual form of relief and one that must not be
granted without heightened consideration.
Palace further claims that the district court failed to identify any particular
exigencies that would warrant such relief. The contention that the magistrate
judge erred because he failed to engage in the proper analysis ignores the many
pages of factual findings and legal analysis in which the magistrate found that (1)
RoDa did not grant Palace any interest in the properties, (2) transfer of title was
not conditioned on any other obligation RoDa may have had to Palace, (3) Palace
refused to transfer record title to RoDa, (4) Palace continued up until the date of
the order to retain revenues generated from the properties each month, and (5) for
a variety of other reasons RoDa had been suffering and would continue to suffer
irreparable harm were the title transfers not effectuated. See id. at *2-4, ¶¶ 9, 11,
12, 13, 14, 15, 19. In sum, the magistrate judge, after hearing the evidence, found
that RoDa would be denied the opportunity to make use of its own property
during the pendency of litigation without the transfer of legal title. Surely, Palace
must recognize that there is a difference between holding full legal title to a
property versus merely “making all crucial decisions,” Aplt. Br. at 21, about a
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property while another holds record title. The fact is that Palace objects to the
grant of a preliminary injunction because it hopes to recover from RoDa
financially, and by retaining legal title to the properties, Palace would ensure a
source for that recovery. We have never before required an explicit listing of
“exigencies,” nor do we here. The court clearly found that the situation required
immediate action, and we do not see how the order is deficient in any way. The
magistrate judge’s decision on this point certainly does not rise to the level of an
abuse of discretion.
II. Irreparable Harm
Palace next claims that the magistrate judge erred when he found
irreparable harm sufficient to issue the injunction. See Aplt. Br. at 22-31. In
essence, Palace claims that no harm exists that cannot be remedied by money
damages, and that RoDa cannot claim irreparable harm in light of its delay in
requesting a preliminary injunction. We reject these arguments.
We have previously held that a plaintiff satisfies the irreparable harm
requirement by demonstrating “a significant risk that he or she will experience
harm that cannot be compensated after the fact by monetary damages.” Greater
Yellowstone Coal. v. Flowers, 321 F.3d 1250, 1258 (10th Cir. 2003) (quoting
Adams v. Freedom Forge Corp., 204 F.3d 475, 484-85 (3d Cir. 2000)) (emphasis
omitted). Purely speculative harm will not suffice, but rather, “[a] plaintiff who
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can show a significant risk of irreparable harm has demonstrated that the harm is
not speculative” and will be held to have satisfied his burden. Id. In determining
whether a plaintiff has made the requisite showing, we further assess “whether
such harm is likely to occur before the district court rules on the merits.” Id. at
1260. If “‘a trial on the merits can be conducted before the injury would occur
there is no need for interlocutory relief.’” Id. (quoting 11A Wright, Miller &
Kane, Federal Practice and Procedure § 2948.1, at 139-40).
In conducting a review of the relevant facts, we find that RoDa presented
sufficient evidence to sustain its claim of irreparable harm. The magistrate judge
held that, were the status quo preserved pending litigation, RoDa would be
deprived of control of its real property, thus constituting irreparable harm, and
that RoDa’s delay in filing for a preliminary injunction did not bar the relief. See
RoDa Drilling, 2008 WL 4056229, at *8, ¶¶ 22-26. Other courts have held that,
when “interests involving real property are at stake, preliminary injunctive relief
can be particularly appropriate because of the unique nature of the property
interest.” 2660 Woodley Road Joint Venture v. ITT Sheraton Corp., No. Civ.A.
97-450 JJF, 1998 WL 1469541, at *6 (D. Del. Feb. 4, 1998); see also
Narragansett Indian Tribe v. Guilbert, 934 F.2d 4, 6 (1st Cir. 1991) (indicating
that “‘[r]eal estate has long been thought unique’” (quoting K-Mart Corp. v.
Oriental Plaza, Inc., 875 F.2d 907, 915 (1st Cir. 1989))); Southland Corp. v.
Froelich, 41 F. Supp. 2d 227, 242 (E.D.N.Y. 1999). We note that the Supreme
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Court has rejected the application of categorical rules in injunction cases. eBay
Inc. v. MercExchange, L.L.C., 547 U.S. 388, 392-94 (2006). We need not decide
whether it would be appropriate to assume the existence of irreparable harm
because we are dealing with interests in real property; rather, as we explain
below, RoDa has made such a showing, establishing its entitlement to injunctive
relief.
The record clearly establishes that RoDa is being denied its right to interest
in its real property. While RoDa provided all of the funds to purchase the
property—a large but quantifiable amount of money—RoDa has been denied
unfettered ownership of that property, resulting in delays, missed opportunities,
and, most importantly, unquantifiable damages. See App. 1014-26, 1766, 1796-
97, 1887-88, 1892-93, 2507; see also Aplee. Br. at 42-45. In making its initial
arguments, RoDa provided expert testimony on the issue of irreparable harm and
the fact that, at trial, the damages suffered absent a preliminary injunction likely
could not be proven. App. 1227-29. Essentially, while being denied record title,
RoDa simply cannot participate in the everyday operations of its own interests,
and the damages arising from that denial are incalculable. See Kikumura v.
Hurley, 242 F.3d 950, 963 (10th Cir. 2001) (noting that “[a] plaintiff suffers
irreparable injury when the court would be unable to grant an effective monetary
remedy after a full trial because such damages would be inadequate or difficult to
ascertain”). In sum, these properties are income producing, and realizing their
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income potential depends upon active management of the properties. That makes
potential damages most difficult to prove, if not practically unquantifiable.
As the magistrate judge aptly noted, ownership, maintenance, and
development of this enterprise is not a passive endeavor, and it is increasingly
difficult for RoDa to manage its properties through an intermediary. RoDa
Drilling, 2008 WL 4056229, at *3-4, ¶ 19. Decisions concerning drilling, joint
operating agreements, sales, farm-outs, operators, and the like must be made day
to day. Id. In addition, RoDa has been unable to rely on the properties to finance
its expenditures, see, e.g., App. 1895-96, and the Internal Revenue Service has
indicated that it may challenge RoDa’s intangible drilling cost deductions because
RoDa does not hold record title to the properties, resulting in severe tax
consequences for RoDa, App. 955-59, 1788, 1796, 1798; see also RoDa Drilling,
2008 WL 4056229, at *3, ¶¶ 16, 17. The magistrate judge’s finding that the
current arrangement is unworkable given the lost opportunities and costs and
inefficiencies of such an arrangement is not clearly erroneous. Therefore, after
reviewing the record, we find that the magistrate judge did not abuse his
discretion in finding irreparable harm.
We also reject Palace’s contention that a finding of irreparable harm is
foreclosed because of RoDa’s delay in filing for injunctive relief. To be sure, our
case law dictates that “‘delay in seeking preliminary relief cuts against finding
irreparable injury.’” Kan. Health Care Ass’n, Inc. v. Kan. Dep’t of Social and
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Rehabilitation Servs., 31 F.3d 1536, 1543-44 (10th Cir. 1994) (quoting N.J. Ass’n
of Health Care Facilities, Inc. v. Gibbs, 838 F. Supp. 881, 928 (D.N.J. 1993)).
However, delay is but one factor in the irreparable harm analysis, 4 and in Kansas
Health Care Association, we held that a three-month delay in filing did not defeat
a claim of irreparable injury when the delay was attributable to plaintiff’s
attempts to negotiate and the need for further documentation of the harm. Id. at
1544. The delay in that instance did not alter the outcome of the proceedings. Id.
We arrive at the same conclusion in the instant case. Here, RoDa requested
a preliminary injunction on October 31, 2007, App. 144, and amended that
request to seek transfer of title on January 28, 2008, App. 584-85. We recognize
that RoDa first became concerned about Palace’s management of the properties in
as early as 2005; however, the record clearly establishes that RoDa’s delay in
filing its complaint arose from its attempts to resolve the dispute, rather than a
decision merely to “sit on its rights.” Aplt. Br. 28. At the outset, RoDa hired
consultants to investigate its concerns. App. 1783-84, 1877-83, 1902-08. Then,
in late 2006, RoDa requested transfer of title to the properties. App. 476, 1885-
4
Palace presents a number of cases to illustrate that a delay in filing for a
preliminary injunction “defeats a finding of irreparable harm as a matter of law.”
Aplt. Br. at 30. However, these cases merely confirm that delay is simply one
consideration in the overall irreparable harm analysis. See, e.g., GTE Corp. v.
Williams, 731 F.2d 676, 678-79 (10th Cir. 1984); Utah Gospel Mission v. Salt
Lake City Corp., 316 F. Supp. 2d 1201, 1221-22 (D. Utah 2004), aff’d on other
grounds, 425 F.3d 1249 (10th Cir. 2005).
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89. Finally, RoDa held several meetings with Palace representatives through
2007, even after the original complaint was filed and just prior to RoDa’s request
for a preliminary injunction, trying to find a resolution to the parties’ problems.
See App. 1788-90. Moreover, Palace has not argued that the delay in any way
disadvantaged its interests. We therefore affirm the magistrate judge’s holding
that the delay in this case was not unreasonable and did not alter the irreparable
harm analysis. See RoDa Drilling, 2008 WL 4056229, at *8, ¶¶ 24, 26.
On a final note, we reject Palace’s claim that the magistrate judge erred in
his application of the preliminary injunction to the properties’ cash flows. See
RoDa Drilling, 2008 WL 4056229, at *9-10. The magistrate judge implemented
his order enjoining Palace from “withholding and failing to distribute to [RoDa]
any funds, proceeds, and operating revenues attributable to [the properties].” Id.
at *10. Palace neglects to discuss that this portion of the order was interim in
nature, merely applicable to the period prior to Palace’s transfer of title, and
intended to effectuate the overall purpose of the injunction. See Aplt. Br. at 31.
Therefore, the argument is unavailing.
III. Substantial Likelihood of Success
Palace next argues that the magistrate judge erred when he found that RoDa
was substantially likely to succeed on its breach of contract and fiduciary duty
claims. See Aplt. Br. at 31-40; RoDa Drilling, 2008 WL 4056229, at *5-7.
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A. The Breach of Contract Claim
Under New York law, 5 a breach of contract claim succeeds when the
following elements are met: “(1) the existence of a contract; (2) due performance
of the contract by the plaintiff; (3) breach of contract by the defendant; and[] (4)
damages resulting from the breach.” Marks v. N.Y. Univ., 61 F. Supp. 2d 81, 88
(S.D.N.Y. 1999) (citation omitted). The magistrate judge rejected Palace’s
argument that RoDa could not succeed on this claim because it had defaulted on
the promissory notes, finding no evidence that satisfaction of the notes was a
condition of title transfer, that there was any agreement between the parties with
respect to regular repayment of the notes, and that the notes were part of the
purchase price of the properties. See RoDa Drilling, 2008 WL 4056229, at *6, ¶
11. The court further found that RoDa suffered damages when Palace continually
refused to transfer title despite RoDa’s repeated requests. Id. at *6, ¶ 12.
Therefore, the court held, RoDa satisfied the substantial likelihood of success
necessary to grant a preliminary injunction. Id. at *6, ¶ 13. We agree.
Palace here attempts to link the agreement on the promissory notes with the
development agreement, despite a complete lack of evidence to support this
claim. The parties do not dispute that they entered into an oral contract wherein
RoDa would fund the purchase of properties to be held and managed by Palace
5
The parties do not dispute that New York law applies.
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until such time as RoDa requested transfer of legal title. See RoDa Drilling, 2008
WL 4056229, at *1, ¶ 2; App. 1764-65, 1767, 1798, 2267. However, there simply
is no evidence that the development agreement was in any way connected to
satisfaction of the promissory notes, which supposedly would allow RoDa to
benefit from certain tax deductions. App. 1754-57, 1761, 1816-17. In attempting
to find support in the case law, Palace misconstrues TVT Records v. Island Def
Jam Music Group, 412 F.3d 82, 89 (2d Cir. 2005). There, the court stated that the
intent of the parties controls whether multiple writings will be construed as a
single agreement, and that such a decision, in the absence of certainty, is typically
a factual question for a jury. Id. However, that case involved two documents
executed at different times but intended to effectuate the same result. Id. at 89-
90. In this case, the only documentary evidence of any agreement is the Prospect
and Turnkey Drilling 6 contracts, which RoDa never executed. App. 880-82, 923-
25, 1777, 2279-80. Moreover, RoDa presented ample testimony that the
agreements were not linked, and Palace, in its attempts to transfer title in 2004
and 2006, never imposed any conditions on those transfers. App. 814, 878, 1765,
1767, 2272-80, 3468-81. Perhaps most tellingly, Mr. Siegal failed to testify to
the fact that the promissory notes and the development agreement were
6
The Turnkey Drilling Contract contained a security interest clause;
however, RoDa did not execute that agreement, citing a failure to reach a meeting
of the minds as the reason. See App. 922-25, 2274-80.
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interdependent. In sum, Palace simply has not presented any countervailing
evidence that would undermine the magistrate judge’s conclusion that the
development agreement was not conditioned on satisfaction of the promissory
notes, or in fact linked in any way.
Palace’s claim to a security interest in the property fails for the same
reasons—Palace simply has not presented evidence of such an interest. To
establish its interest, Palace merely reiterates its reliance on the unsigned Turnkey
Drilling Contract, which includes a clause granting an interest in the drilled wells.
See Aplt. Br. at 37. The fact that the contract remains unexecuted demonstrates
only Palace’s intent to create a security interest, not the parties’ agreement that
such an interest exists. We do not dispute that contracts under New York law
may be based on multiple documents that are not created contemporaneously;
however, we simply cannot find a contract provision based on the parties’ conduct
alone when the evidence presented indicates that RoDa did not affirmatively
agree to that provision. See Deutsche Asset Mgmt., Inc. v. Callaghan, No. 01
Civ.4426 CBM, 2004 WL 758303, at *15-16 (S.D.N.Y. April 7, 2004)
(unpublished). We conclude that the magistrate judge did not abuse his discretion
in finding no security interest because Palace points to nothing that would support
such a conclusion, either in the evidence or by operation of law.
B. The Breach of Fiduciary Duty Claim
We reach the same conclusion on Palace’s claim that the magistrate judge
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abused his discretion in holding that RoDa had demonstrated a substantial
likelihood of success on its breach of fiduciary duty claim. See Aplt. Br. at 39-
40. The magistrate judge found that a fiduciary relationship existed between the
parties and that Palace was “under a duty to act for the benefit of [RoDa] in
making decisions regarding the oil and gas properties purchased with [RoDa’s]
money.” See RoDa Drilling, 2008 WL 4056229, at *7, ¶ 17; see also id. at *7, ¶
15. However, Palace argues that any duty it has to transfer title is contingent on
the satisfaction of the promissory notes, and that the obligation to transfer title is
merely contractual and does not give rise to a fiduciary duty.
We disagree and affirm the magistrate judge’s findings. At the outset, we
note that, under New York law, the “same conduct which may constitute the
breach of a contractual obligation may also constitute the breach of a duty arising
out of the relationship created by contract but which is independent of the
contract itself.” Sally Lou Fashions Corp. v. Camhe-Marcille, 755 N.Y.S.2d 67,
69 (App. Div. 2002) (quoting Mandelblatt v. Devon Stores, 521 N.Y.S.2d 672,
676 (App. Div. 1987)); but see William Kaufman Org., Ltd. v. Graham & James
LLP, 703 N.Y.S.2d 439, 442 (App. Div. 2000) (distinguishing Mandelblatt and
holding that a “cause of action for breach of fiduciary duty which is merely
duplicative of a breach of contract claim cannot stand”). To establish a breach of
fiduciary duty, RoDa “must prove the existence of a fiduciary relationship,
misconduct by the defendant and damages that were directly caused by
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defendant’s misconduct.” Kurtzman v. Bergstol, 835 N.Y.S.2d 644, 646 (App.
Div. 2007). Palace’s argument that its duty to transfer title is purely contractual
in nature overlooks Mrs. Arnall’s uncontroverted testimony that Mr. Siegal held
discretion over the properties, that RoDa had effectively created a form of “trust”
wherein Mr. Siegal would manage the properties for the benefit of RoDa, and that
the Arnalls had no experience in the oil and gas industry. App. 1749-50, 1759-60,
1764-65. RoDa’s reliance on Palace’s judgment is clear, and, based on the
record, we do not agree that the magistrate judge abused his discretion.
Finally, we briefly address Palace’s argument that any duty to transfer title
did not arise until the promissory notes were satisfied in full. See Aplt. Br. at 40.
We reject this argument for the same reasons we rejected it when raised in the
breach of contract context: Palace simply has not adduced evidence to establish
that the promissory notes and the development agreement were linked in any
fashion.
IV. The Balance of Harms
Palace further alleges that the magistrate judge erred in concluding that
RoDa made a strong showing that the “balance of harms” weighed in RoDa’s
favor. See Aplt. Br. at 41-42. Palace bases its claim on two arguments: (1) that
the transfer of title will decimate any security interest in the properties that may
be found at trial because RoDa intends to sell the properties immediately; and (2)
that the transfer involves a lot of work that could potentially be undone if the trial
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court finds in Palace’s favor. Id.
These arguments also lack merit. The magistrate judge found that “the
irreparable injury to Plaintiffs which attends being denied title to the subject
properties far outweighs any harm the proposed injunction may cause Defendant.”
RoDa Drilling, 2008 WL 4056229, at *8, ¶ 27. As discussed above, the parties
did not reach an agreement on whether Palace holds a security interest in the
properties or that the promissory note obligations are linked to the development
agreement; therefore, it is clear that Palace is holding legal title with “no real
claim to ownership of the properties.” Id. Without any evidence to the contrary,
we do not find error. Here, the magistrate judge was required to weigh Palace’s
potential harm in transferring the property against RoDa’s actual injury in being
deprived of legal title to the property for which it had paid in full. We recognize
that the magistrate judge’s issuance of an injunction presents some potential for
injury to Palace; however, aside from speculation on Palace’s part that the trial
court will find a security interest and that the transfer involves an enormous
amount of work, Palace provides little else upon which we can rely to find that
this potential harm outweighs RoDa’s actual injury in being deprived of its real
property.
V. The Bond Requirement
Palace also claims that the magistrate judge erred in failing to require RoDa
to post a bond upon issuance of the injunction. See Aplt. Br. at 42-43. Relying
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on Fed. R. Civ. P. 65(c), Palace argues that a court “is required to order the
moving party” to post security when issuing a preliminary injunction. Id. at 42
(emphasis added). Palace misconstrues the rule, which actually says, “The court
may issue a preliminary injunction . . . only if the movant gives security in an
amount that the court considers proper to pay the costs and damages sustained by
any party found to have been wrongfully enjoined or restrained.” Fed. R. Civ. P.
65(c) (emphasis added). In making his determination, the magistrate judge cited
directly to Rule 65(c) and, finding that Palace had no ownership or security
interest in the properties, exercised his discretion in declining to require a
security interest. See RoDa Drilling, 2008 WL 4056229, at *8-9, ¶ 29. Because
our case law indicates that trial courts have “wide discretion under Rule 65(c) in
determining whether to require security,” we do not find an abuse of that
discretion here. Winnebago Tribe, 341 F.3d at 1206 (internal quotation marks
omitted). The cases upon which Palace relies only underscore the latitude given
to courts in making bond decisions. See, e.g., SizeWise Rentals, Inc. v.
Mediq/PRN Life Support Servs., Inc., No. 00-3051, 2000 WL 797338, at *7 (10th
Cir. May 26, 2000) (unpublished); Corning Inc. v. PicVue Elecs., Ltd., 365 F.3d
156, 158 (2d Cir. 2004); Hill v. Xyquad, Inc., 939 F.2d 627, 632 (8th Cir. 1991).
The magistrate judge based his decision on the lack of proof that Palace had any
interest in the properties, and we find that his discretion in finding so was
properly exercised.
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AFFIRMED.
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