Denzil Earl McKathan v. United States

Case: 17-13358 Date Filed: 08/12/2020 Page: 1 of 50

[PUBLISH]

IN THE UNITED STATES COURT OF APPEALS

FOR THE ELEVENTH CIRCUIT
________________________

No. 17-13358
________________________

D.C. Docket Nos. 1:15-cv-00611-KD,
1:14-cr-00290-KD-C-1

DENZIL EARL MCKATHAN,

Petitioner - Appellant,

versus

UNITED STATES OF AMERICA,

Respondent - Appellee.

________________________

Appeal from the United States District Court
for the Southern District of Alabama
________________________

(August 12, 2020)

Before ROSENBAUM, BRANCH, and DUBINA, Circuit Judges.

ROSENBAUM, Circuit Judge:

Darned if you do and darned if you don’t. That dilemma is nothing new.

Indeed, around 800 B.C.E., Homer wrote of the problem in his epic poem The
 Case: 17-13358 Date Filed: 08/12/2020 Page: 2 of 50

Odyssey. There, the conundrum appeared when Odysseus found himself “caught

between the Scylla and Charybdis,” a phrase we continue to use today to refer to the

darned-if-you-and-darned-if-you-don’t scenario.1

The Supreme Court has also coined a catchphrase for a particular version of

this dilemma: “classic penalty situation.” Minnesota v. Murphy, 465 U.S. 420, 435

(1984). A “classic penalty situation” arises when a person must choose between

incriminating himself, on the one hand, or suffering government-threatened

punishment for invoking his Fifth Amendment privilege to remain silent, on the

other. See id.

But the Supreme Court has also identified a solution to this problem: when a

“classic penalty situation” occurs, the Fifth Amendment privilege is self-executing,

and the government is deemed to have compelled the speaker’s statements in

1
The phrase refers to two extremely perilous (mythical) hazards that Odysseus, on his way
home from the Trojan War, encountered when he had to navigate the narrow Strait of Messina
(separating what are now known as the island of Sicily and the so-called “toe” of the Italian
peninsula). The Strait was sandwiched between the Scylla and Charybdis. The Scylla was a six-
headed monster who, from a cliff on one side of the Strait, reached out into the Strait and snatched
up and devoured sailors. And the Charybdis was a whirlpool that sank ships that sailed too close
on the other side of the Strait, trying to avoid the Scylla. Odysseus knew he was darned if he sailed
closer to the Scylla and darned if he didn’t and instead passed through the Strait closer to the
Charybdis. In the end, Odysseus gambled on sailing closer to the Scylla, betting she would eat
only a few of his sailors, since he feared the Charybdis’s vortex might take his whole ship. Though
Odysseus survived the Strait, he lost some sailors to the Scylla. Homer, The Odyssey (Robert
Fitzgerald trans., Farrar, Strauss and Giroux 1998) (1961). The expression “caught between the
Scylla and Charybdis,” has such force that thousands of years later, we continue to employ it to
refer to the dilemma of being darned if you do and darned if you don’t. See, e.g., The Police,
Wrapped Around Your Finger, on SYNCHRONICITY (A&M Records 1983) (“You consider me
a young apprentice, caught between the Scylla and Charybdis: hypnotized by you if I should
linger, staring at the ring around your finger”).

2
 Case: 17-13358 Date Filed: 08/12/2020 Page: 3 of 50

violation of the Fifth Amendment. See id. As a result, the statements are rendered

inadmissible in a criminal prosecution. See id.

Petitioner-Appellant Denzil McKathan’s habeas petition raises the question

of whether, while on supervised release, McKathan faced a “classic penalty

situation” when his probation officer asked him to answer questions that would

reveal he had committed new crimes. For reasons we explain below, we conclude

that he did.

McKathan’s attorneys never raised this argument during his criminal

proceedings on the newly revealed crimes. Had they done so and on that basis filed

a motion to suppress the statements McKathan made and the evidence the

government derived from those statements, the government would have had to

establish that it nonetheless would have obtained the incriminating evidence against

McKathan through other, lawful means. If the government had been unable to do

so, it is reasonably likely that McKathan would have prevailed on his suppression

motion, and the outcome of McKathan’s case would have been different. As a result,

McKathan would be entitled to habeas relief upon a showing that his counsel’s

performance was deficient in failing to raise this argument. But because the current

record lacks information concerning whether the evidence derived from McKathan’s

statements otherwise would have been admissible, we vacate the district court’s

3
 Case: 17-13358 Date Filed: 08/12/2020 Page: 4 of 50

denial of McKathan’s 28 U.S.C. § 2255 motion and remand for further proceedings

consistent with this opinion.

I.

To understand the issue in this case, we must review the facts of four events:

(1) McKathan’s 2005 conviction for possession of child pornography; (2)

McKathan’s 2014 violation of his supervised-release term that was imposed as a

result of his 2005 conviction; (3) McKathan’s 2014 conviction for receipt of child

pornography; and (4) McKathan’s 28 U.S.C. § 2255 motion to set aside his 2014

conviction for receipt of child pornography. Below, we review the facts of each of

these events.

A. McKathan’s 2005 Conviction for Possession of Child Pornography

In 2005, McKathan pled guilty to possessing child pornography, in violation

of 18 U.S.C § 2252A(a). United States v. McKathan, Case No. 1:05-cr-00094-CG

(S.D. Ala. 2005) (“McKathan I” or “2005 Case”). The district court sentenced him

to 27 months’ imprisonment, plus a lifetime term of supervised release.

Once McKathan completed his prison term in 2007, he began living under the

terms of his supervised release. One of those terms required McKathan “to answer

truthfully all inquiries by the probation officer and follow the instructions of the

probation officer.” Another allowed his probation officer to conduct reasonable

searches of McKathan’s residence—including of his electronic devices, since

4
 Case: 17-13358 Date Filed: 08/12/2020 Page: 5 of 50

McKathan had also agreed to forgo using a computer with internet access.

McKathan’s terms of release informed him that if he violated his supervised release,

the court could revoke his supervised release and send him back to prison.

B. McKathan’s 2014 Violation of his Supervised Release

In September 2014, McKathan’s probation officer, Rafael Goodwin, Jr.,

became concerned with McKathan. Goodwin had conducted a Facebook search on

all sex offenders under his supervision and learned that someone had opened a

Facebook account in McKathan’s name, in September 2014, using an Android

mobile device. Because McKathan’s terms prohibited him from using a computer

with access to the internet without Goodwin’s permission, on September 19, 2014,

Goodwin paid McKathan a surprise visit at his apartment to investigate.

When Goodwin walked into McKathan’s apartment, he spotted an Android

phone on the bed. Upon seeing it, Goodwin asked McKathan if he recently obtained

a new phone. McKathan responded that he had had the same phone for some time.

Then Goodwin wanted to know whether the phone could access the internet.

McKathan conceded that it could. Goodwin examined the phone. Discovering its

contents to be protected by a personal identification number (“PIN”), Goodwin

instructed McKathan to enter his PIN to unlock the phone, and McKathan complied.

Once Goodwin had access, he explored McKathan’s phone. He found that

McKathan was using a mobile application for Facebook. Goodwin asked about

5
 Case: 17-13358 Date Filed: 08/12/2020 Page: 6 of 50

McKathan’s Facebook use, and McKathan admitted the account Goodwin had found

was his. When Goodwin examined the account, he found no inappropriate content

on it.

But then Goodwin reviewed McKathan’s phone’s internet browser history.

The browsing history reflected that somebody had visited sites with terms such as

“preteen” and “sexy lil girls.” Upon seeing this, Goodwin asked McKathan whether

he had been viewing child pornography. McKathan conceded he had. So Goodwin

confiscated the phone and instructed McKathan to report to Goodwin on September

22, 2014. At Goodwin’s request, McKathan also provided him with the PIN itself.

Goodwin took McKathan’s phone back to the Probation Office, where he

“more thorough[ly] inspect[ed]” it. He found downloaded images of child

pornography.

When McKathan checked in with Goodwin on September 22, Goodwin gave

McKathan a blank affidavit form and instructed him to write, consistent with

McKathan’s admissions to Goodwin on September 19, that he had been using his

phone to access the internet for a year, and it was the only means he had used to

access child pornography. McKathan did as instructed.

The district court then held a hearing to determine whether McKathan’s

supervised release should be revoked. At this hearing, Christopher Knight

represented McKathan. Goodwin testified, describing his Facebook search, the

6
 Case: 17-13358 Date Filed: 08/12/2020 Page: 7 of 50

evidence he obtained from accessing McKathan’s phone, and McKathan’s

subsequent admissions. After hearing Goodwin’s testimony, the court revoked

McKathan’s supervised release and sent him back to prison, to be followed by a

reimposed term of supervised release for life, with the same conditions that had been

imposed in McKathan’s 2005 Case. We refer in this opinion to the events leading

to and resulting in the revocation of McKathan’s supervised release as the

“Supervised-release Proceedings.”

C. McKathan’s 2014 Conviction for Receipt of Child Pornography

That, however, was not the end of the story. Goodwin had provided the U.S.

Attorney’s Office with a copy of images he had found on McKathan’s phone. He

had also turned McKathan’s phone over to the Department of Homeland Security,

so its agents could seek a search warrant, relying on Goodwin’s investigation. Based

entirely on what Goodwin told the Homeland Security agents, they procured a

warrant for the phone. The agents used the PIN McKathan provided to Goodwin to

access the phone and then imaged and searched it. The search revealed that

McKathan had downloaded images of child pornography.

In November 2014, a federal grand jury charged McKathan with three counts

of knowingly receiving child pornography, in violation of 18 U.S.C.

§ 2252A(a)(2)(A) (Counts One to Three), and one count of knowingly possessing

material containing an image of child pornography, in violation of 18 U.S.C.

7
 Case: 17-13358 Date Filed: 08/12/2020 Page: 8 of 50

§ 2252A(a)(5)(B) (Count Four). United States v. McKathan, Case No. 1:14-cr-

00290 (S.D. Ala. 2014) (“McKathan II” or “2014 Case”). Since Knight was familiar

with the case from the revocation hearing, the court appointed him to represent

McKathan on the new charges.

But McKathan soon filed a pro se motion requesting that the court appoint

him new counsel. Contrary to McKathan’s desire, Knight did not want to file a

motion to suppress challenging whether Goodwin’s search was lawful under the

Fourth Amendment. The district court granted McKathan’s motion and appointed

Cindy Powell.

Soon after Powell was appointed, McKathan filed a pro se motion to suppress

“(1) any and all evidence seized as a result of any search and/or seizure and the fruits

of any search and/or seizure, [and] (2) any and all written and/or oral statements

taken from me and the fruits of any such statements.” Three days later, Powell filed

an amended motion to suppress on behalf of McKathan. Although the amended

motion stated that McKathan sought suppression “pursuant to the 4th, 5th, and 6th

Amendments of the U.S. Constitution,” it set forth only a Fourth Amendment

argument, asserting that the government had obtained McKathan’s statements and

the fruits of the browser-history search through an illegal search that violated the

Fourth Amendment.

8
 Case: 17-13358 Date Filed: 08/12/2020 Page: 9 of 50

During the hearing on the suppression motion, defense counsel argued only

that McKathan’s cell phone does not qualify as a “computer device” that is

prohibited by the terms of his supervised release. The district court denied

McKathan’s amended suppression motion because it found no Fourth Amendment

violation. It noted that since McKathan was a supervised releasee, his probation

officer needed only reasonable suspicion to conduct a valid search under the Fourth

Amendment. And McKathan had supplied that reasonable suspicion when he

admitted his phone had access to the internet and implicitly conceded the phone was

his.

Since the district court had already found no Fourth Amendment violation,

nothing required it to continue its analysis to determine whether some exception for

a Fourth Amendment violation rendered the evidence admissible, anyway.

Nevertheless, the district court added that, “unless the Government want[ed] to argue

otherwise,” “there’s no inevitable discovery here,” and “there was no voluntary

consent to the search of his phone.” The government did not argue otherwise.

Having lost his suppression motion, McKathan asked Powell about the

possibility of entering a conditional plea that would allow him to preserve his right

to appeal on the suppression issue. But Powell dismissed the idea and said to

McKathan, “Did you not hear [the judge] the other day? You don’t have any

9
 Case: 17-13358 Date Filed: 08/12/2020 Page: 10 of 50

meritorious arguments. There’s nothing . . . to preserve.” So Powell advised him

that he should consider pleading guilty.

McKathan followed that advice and entered into a plea agreement with the

government. Under that agreement, McKathan pled guilty to one count of

knowingly receiving child pornography in violation of 18 U.S.C. § 2252A(a)(2)(A).

He also agreed to waive his right to appeal and to file a collateral attack, with limited

exceptions. As relevant here, the waiver did not preclude McKathan from claiming

ineffective assistance of counsel in a motion filed under 28 U.S.C. § 2255. For its

part, the government agreed to dismiss the three remaining counts of the indictment.

At sentencing, the district court imposed a term of 188 months in prison.

McKathan did not directly appeal his conviction.

D. McKathan’s 28 U.S.C. § 2255 Petition

In November 2015, McKathan filed a pro se habeas petition to vacate, set

aside, or correct his conviction in the 2014 Case under 28 U.S.C. § 2255. McKathan

v. United States, Case No. 1:15-cv-00611-KD (S.D. Ala. 2015) (“McKathan III” or

“§ 2255 Case”). He asserted that his counsel had been ineffective, in violation of

the Sixth Amendment, because they did not challenge the admission of his

statements and the fruits of those statements, all of which, McKathan alleged, had

been obtained in violation of the Fifth Amendment.

10
 Case: 17-13358 Date Filed: 08/12/2020 Page: 11 of 50

McKathan eventually enlisted counsel to assist him and filed an amended

habeas petition, raising the same Sixth Amendment claim (based on counsel’s failure

to seek suppression for an alleged Fifth Amendment violation) McKathan had made

in his earlier pro se filing. 2 More specifically, McKathan contended that his counsel

(both Knight and Powell) were constitutionally deficient for failing to use the Fifth

Amendment—rather than the Fourth Amendment—to seek to suppress his

statements to Goodwin about his phone and his PIN, as well as the evidence

Goodwin derived from those disclosures.

A magistrate judge held an evidentiary hearing on McKathan’s habeas

petition. During that hearing, as relevant here, McKathan presented testimony from

Knight and Powell. In addition, McKathan himself testified.

Knight, who had represented McKathan throughout the Supervised-release

Proceedings and during the initial stages of the 2014 Case, testified that he

considered filing a motion to suppress based upon the Fourth Amendment. After

reviewing the relevant law, though, Knight concluded that a motion filed on that

basis would fail, and he so advised McKathan.

Though Knight looked into a motion based on the Fourth Amendment, he

conceded that it never occurred to him to proceed under the Fifth Amendment. As

2
In his counseled § 2255 motion, McKathan also argued that Powell was ineffective for
neglecting to challenge a sentencing enhancement. The district court ultimately granted this aspect
of McKathan’s petition and reduced his prison term from 188 months to 180 months.

11
 Case: 17-13358 Date Filed: 08/12/2020 Page: 12 of 50

a result, Knight never researched filing a suppression motion premised upon that

Amendment.

Cindy Powell, who took over McKathan’s defense from Knight in the 2014

Case, testified that she filed the amended motion to suppress based on the Fourth

Amendment, even though she advised McKathan it was unlikely to succeed. Powell

could not recall whether she discussed with Knight a potential Fifth Amendment

challenge to McKathan’s statements and their resulting fruits, though she did recall

discussing with Knight the futility of filing a motion to suppress. But in any case,

like Knight, Powell did not research whether McKathan might have a viable Fifth

Amendment suppression claim.

McKathan then took the stand on his own behalf. He stated that his probation

officer instructed him that “if [he] did not follow the conditions [of his supervised

release,] [he]’d be revoked and go back to prison.” So when Goodwin showed up at

McKathan’s house in September 2014, McKathan understood he had to truthfully

answer Goodwin’s questions about whether the phone was his, whether it had

internet access, and whether he had been using it to view child pornography. He

also believed he had to comply with Goodwin’s request for the phone’s PIN.

McKathan had understood that if he had refused to enter his phone’s PIN or answer

any of Goodwin’s questions, then his supervised release “would certainly have been

12
 Case: 17-13358 Date Filed: 08/12/2020 Page: 13 of 50

revoked.” To avoid that outcome, he answered Goodwin’s questions about the

phone and its internet connection, and he provided his PIN.

After considering McKathan’s motion and the evidence adduced at the

hearing the magistrate judge issued a report and recommendation (“R&R”). As

relevant here, the R&R recommended that the district court deny McKathan’s

§ 2255 claim that he received ineffective assistance of counsel when his attorneys

did not seek under the Fifth Amendment to suppress his statements and their fruit.

The R&R ruled based solely on its finding that McKathan had failed to show

prejudice, even assuming his counsel had performed deficiently. 3

McKathan objected to the R&R, but the district court agreed with it. So

addressing only whether McKathan had demonstrated prejudice, the court denied

McKathan’s § 2255 motion as it pertained to his ineffective-assistance claim based

on counsel’s failure to file a Fifth Amendment challenge.

Dissatisfied with the court’s ruling, McKathan moved under Rule 59(e), Fed.

R. Civ. P., for the district court to vacate its judgment and grant his denied

ineffective-assistance claim. Alternatively, McKathan asked the district court to

issue a Certificate of Appealability (“COA”) on the question of “whether the district

3
The R&R nonetheless did opine in a footnote that Powell did not perform deficiently in
failing to research or make a Fifth Amendment suppression argument because Knight, who was a
“seasoned criminal defense attorney who has litigated numerous Fifth Amendment motions to
suppress[,] did not see or raise the issue either.”

13
 Case: 17-13358 Date Filed: 08/12/2020 Page: 14 of 50

court erred in finding that [he] failed to prove Strickland’s[ 4] prejudice prong of his

second § 2255 claim,” so he could appeal the district court’s denial of his claim.

The district court rejected McKathan’s request to vacate its prior judgment.

But it granted McKathan’s other request and issued a COA on “the issues presented.”

In light of the fact that the district court denied the habeas claim on Strickland’s

prejudice prong, we understand the district court to have granted the COA solely on

the question of prejudice.

McKathan now appeals.

II.

On an appeal of a § 2255 motion to vacate, we review legal issues de novo

and factual findings for clear error. Rhode v. United States, 583 F.3d 1289, 1290

(11th Cir. 2009) (per curiam). In a § 2255 proceeding, we “allot substantial

deference to the factfinder in reaching credibility determinations with respect to

witness testimony.” Devine v. United States, 520 F.3d 1286, 1287 (11th Cir. 2008)

(per curiam) (alteration adopted and citation and quotation marks omitted).

III.

We begin our analysis with a review of the standard that applies to claims of

ineffective assistance of counsel. The Sixth Amendment guarantees criminal

defendants the right to counsel. U.S. Const. amend. VI; Gideon v. Wainwright, 372

4
Strickland v. Washington, 466 U.S. 668 (1984).

14
 Case: 17-13358 Date Filed: 08/12/2020 Page: 15 of 50

U.S. 335, 344–45 (1963). As the Supreme Court has explained, “the right to counsel

is the right to the effective assistance of counsel.” Strickland v. Washington, 466

U.S. 668, 684–86 (1984) (citation and quotation marks omitted). And that right

applies not only at a criminal trial but also when a criminal defendant is deciding

whether to plead guilty. See Lafler v. Cooper, 566 U.S. 156, 162 (2012); Hill v.

Lockhart, 474 U.S. 52, 58 (1985).

To succeed on a claim of ineffective assistance of counsel, the defendant must

establish both that (1) his counsel’s “performance was deficient” and (2) his

counsel’s “deficient performance prejudiced the defense.” Strickland, 466 U.S. at

687.

Because the district court denied McKathan’s petition without considering

counsel’s performance under Strickland, we likewise limit our analysis to

considering only Strickland’s prejudice requirement. Under this second prong,

McKathan must show “a reasonable probability that, but for counsel’s

unprofessional errors, the result of the proceeding would have been different.” Id.

at 694. A reasonable probability means “a probability sufficient to undermine

confidence in the outcome.” Id.

In the context of pleas, the prejudice prong “focuses on whether counsel’s

constitutionally ineffective performance affected the outcome of the plea process.”

Lockhart, 474 U.S. at 59. We must ask whether a reasonable probability exists that

15
 Case: 17-13358 Date Filed: 08/12/2020 Page: 16 of 50

“but for counsel’s errors, [the defendant] would not have pleaded guilty and would

have insisted on going to trial.” Id. And when the defendant’s sole complaint with

his counsel’s performance stems from her actions in pursuing a plea instead of

litigating a suppression issue, the defendant can demonstrate prejudice only if a

reasonable likelihood exists that the suppression issue the attorney did not advance

would have affected the outcome of the case. Lee v. United States, 137 S. Ct. 1958,

1965 (2017).

In assessing the likelihood of success of a suppression motion based on the

Fifth Amendment, we must first evaluate the underlying Fifth Amendment legal

issue. If that has merit, we must then consider whether, despite the legal virtue of a

Fifth Amendment argument, McKathan’s statements and their fruits would have

nonetheless been admissible for an independent reason. Only if the answer to this

second question is “no” can McKathan demonstrate that a motion to suppress based

on the Fifth Amendment would have been reasonably likely to affect the outcome of

his case. Therefore, in Section III.A., we evaluate the Fifth Amendment issue. Since

we find that it has merit, in Section III.B., we consider whether the government had

any independent basis for admission of McKathan’s statements and their fruits.

A.

We begin by reviewing the right at issue in the forfeited Fifth Amendment

suppression motion. The Fifth Amendment guarantees that “[n]o person . . . shall

16
 Case: 17-13358 Date Filed: 08/12/2020 Page: 17 of 50

be compelled in any criminal case to be a witness against himself . . . .” U.S. Const.

amend. V. As the Supreme Court has explained, “[t]he essence of this basic

constitutional principle is the requirement that the State which proposes to convict

and punish an individual produce the evidence against him by the independent labor

of its officers, not by the simple, cruel expedient of forcing it from his own lips.”

Estelle v. Smith, 451 U.S. 454, 462 (1981) (cleaned up). A violation of the Fifth

Amendment occurs when “the accused is compelled to make a Testimonial

Communication that is incriminating.” Fisher v. United States, 425 U.S. 391, 408

(1976).

If an individual is compelled to answer an incriminating question, “his

answers are inadmissible against him in a later criminal prosecution.’” Murphy, 465

U.S. at 426 (citation and quotation marks omitted). The Fifth Amendment not only

protects the individual’s compelled statements, but also bars the “evidence derived

directly and indirectly therefrom” and “prohibits the prosecutorial authorities from

using the compelled testimony in any respect.” Kastigar v. United States, 406 U.S.

441, 453 (1972).

To succeed under a Fifth Amendment challenge on a motion seeking to

suppress his statements to Goodwin and the entry of his PIN (and all fruits stemming

from these revelations), McKathan would have had to show three things: (1) that

the government compelled him to make a (2) testimonial communication or act and

17
 Case: 17-13358 Date Filed: 08/12/2020 Page: 18 of 50

(3) that the testimonial communication or act incriminated him. In re Grand Jury

Subpoena Duces Tecum Dated Mar. 25, 2011, 670 F.3d 1335, 1341 (11th Cir. 2012);

United States v. Ghidoni, 732 F.2d 814, 816 (11th Cir. 1984).

The parties do not dispute that McKathan could have succeeded on the last

two elements—that is, he engaged in testimonial communications of his PIN and

statements to Goodwin, and those communications incriminated him. We agree.

See In re Grand Jury Subpoena, 670 F.3d at 1346–49 (holding that compelling a

defendant to produce data protected by his password without providing

constitutionally sufficient immunity violates the Fifth Amendment); see also United

States v. Blake, 868 F.3d 960, 971 (11th Cir. 2017) (holding that a bypass order was

necessary or appropriate because there was no other way for the FBI to execute the

district court’s order to search the contents of an iPad, since they were passcode

protected, and the government could not compel the user to provide the passcode,

since that would violate the Fifth Amendment). That leaves us to consider whether

McKathan was compelled to make these statements.

1. The Fifth Amendment privilege can be self-executing

Ordinarily, to claim the protections of the Fifth Amendment, an individual

must actually invoke the right not to make statements, or his answers will not qualify

as “‘compelled’ within the meaning of the Amendment.” Murphy, 465 U.S. at 427

(citation omitted). Yet the Supreme Court has held that if the government subjects

18
 Case: 17-13358 Date Filed: 08/12/2020 Page: 19 of 50

an individual to a practice that denies him “a ‘free choice to admit, to deny, or to

refuse to answer,’” then any statement he makes to the government is considered

compelled. Garner v. United States, 424 U.S. 648, 657 (1976) (quoting Lisenba v.

California, 314 U.S. 219, 241 (1941)). And that statement, along with any evidence

to which it leads, cannot be used in a criminal proceeding. Lefkowitz v. Turley, 414

U.S. 70, 78 (1973). Put more simply, when the government denies an individual a

“free choice” to either speak or remain silent, the Fifth Amendment is considered

“self-executing,” and an individual need not expressly invoke the right for his

statements to be suppressed in a later criminal proceeding. Murphy, 465 U.S. at

434–35.

To date, the Supreme Court has identified only three “self-executing”

circumstances. See, e.g., Garner, 424 U.S. at 657–64. These include custodial

settings, unless the speaker has knowingly and intelligently waived his privilege to

remain silent, see Miranda v. Arizona, 384 U.S. 436, 467–69 (1966), extremely

limited tax-return-filing circumstances, see Marchetti v. United States, 390 U.S. 39,

48–49 (1968), and situations where the government imposes a penalty if the speaker

invokes the privilege to remain silent, see Garrity v. New Jersey, 385 U.S. 493, 500

(1967). Only the last exception is relevant here.

19
 Case: 17-13358 Date Filed: 08/12/2020 Page: 20 of 50

2. The Fifth Amendment privilege is self-executing when the government
creates a “classic penalty situation”

In Murphy, the Supreme Court examined this last exception in the context of

a probationer’s statements to his probation officer. Because Murphy guides our

analysis here, where we consider whether a supervised-releasee’s statements to his

probation officer occurred in the context of a penalty situation, we examine it in

closer detail.

Murphy was sentenced to a suspended prison term and three years of

probation. Murphy, 465 U.S. at 422. Among other conditions, his probation

required him to report to his probation officer as directed and be truthful with the

probation officer “in all matters.” Id.

During one of the probation officer’s required meetings with Murphy, the

officer informed him that she had received information that Murphy had admitted

committing a rape and murder several years earlier. Id. at 423–24. Over the course

of the meeting, Murphy confessed that he had in fact committed these crimes. Id. at

424. A couple of days later, the probation officer obtained an arrest and detention

order from the judge who had earlier sentenced Murphy to the term of probation he

was serving. Id. Not long after that, a grand jury indicted Murphy for first-degree

murder. Id. at 425. In that new case, Murphy sought suppression of his confession

on the basis that the state had procured it in violation of the Fifth and Fourteenth

Amendments. Id.

20
 Case: 17-13358 Date Filed: 08/12/2020 Page: 21 of 50

In evaluating Murphy’s claim, the Supreme Court first observed that a

defendant does not lose his Fifth Amendment privilege simply because he is

imprisoned or on probation. Id. at 426. So if the government compels incriminating

statements of a prisoner or probationer, those statements are inadmissible in a later

trial for a crime other than the one for which the speaker has been convicted. Id.

Nevertheless, the Court observed that “the general obligation to appear and

answer questions truthfully did not in itself” change any of Murphy’s otherwise

voluntary statements into compelled confessions. Id. at 427. Rather, to compel a

statement in the penalty situation, the government must threaten to impose a

“substantial” penalty if the speaker chooses to invoke his Fifth Amendment right not

to incriminate himself. Id. at 434 (citation and quotation marks omitted).

In particular, the Court reasoned, if the government expressly or implicitly

suggested that claiming the privilege would lead to revocation of probation, “it

would have created the classic penalty situation, the failure to assert the privilege

would be excused, and the probationer’s answers would be deemed compelled and

inadmissible in a criminal prosecution.” Id. at 435. So the Court homed in on

whether the government expressly or implicitly indicated to Murphy that his

invocation of the Fifth Amendment would result in revocation of his probation.

Despite this rule concerning the “classic penalty situation,” the Court

recognized that the government can “validly insist on answers to even incriminating

21
 Case: 17-13358 Date Filed: 08/12/2020 Page: 22 of 50

questions” in the course of probation supervision, provided it understands it may not

use the required answers in a separate criminal proceeding, as opposed to a

revocation-of-probation proceeding. Id. at 435 n.7. Indeed, the Court explained, the

government can revoke probation if a probationer refuses to answer a question, in

violation of an express condition of probation. Id. But the government cannot both

require answers to incriminating questions in the course of probation supervision,

upon pain of revocation if the probationer invokes his Fifth Amendment privilege,

and then also use the answers to those incriminating questions in an independent

criminal prosecution. Id. at 435 & n.7.

In light of these concerns, the Supreme Court evaluated whether the

government had, in fact, required Murphy to answer the probation officer’s

questions or else have his probation revoked. See id. at 437–39. It found that the

government had not. Id. at 439. In support of this conclusion, the Court noted that

(1) Murphy’s probation condition precluded only false statements but did not

suggest that “his probation was conditional on his waiving his Fifth Amendment

privilege with respect to further criminal prosecution”; and (2) no reasonable basis

existed for concluding that the state tried to tether an impermissible penalty to a

probationer’s exercise of the Fifth Amendment privilege. Id. at 437–38. As the

Court explained, it was aware of no case in which the state had attempted to revoke

probation simply because a probationer declined to answer questions about his own

22
 Case: 17-13358 Date Filed: 08/12/2020 Page: 23 of 50

criminal conduct, and so against the background of the Supreme Court’s

jurisprudence prohibiting threats of penalties upon invocation of the Fifth

Amendment privilege, “Murphy could not reasonably have feared” that his

probation would be revoked merely because he remained silent. Id. at 439.

3. Robinson created a “classic penalty situation” when it permitted probation
to be revoked because the probationer there invoked his Fifth Amendment
privilege and thereby refused to comply with the condition of his probation
requiring him to completely and truthfully answer his probation officer’s
questions

Unlike the probationer in Murphy, McKathan was under federal supervised

release, not state probation. So to apply Murphy’s guidance, we must determine

whether the conditions of McKathan’s federal supervised release threatened to

penalize him with revocation of his supervised release if he invoked his Fifth

Amendment privilege. We do that by looking to the factors the Supreme Court

evaluated in Murphy.

First, we examine the precise terms of McKathan’s supervised-release

condition that he answer his probation officer’s questions. McKathan’s supervised-

release terms required him to “answer truthfully all inquiries by the probation officer

and follow the instructions of the probation officer.” They further informed him

that, “[u]pon a finding of a violation of . . . supervised release, . . . the court may . .

. revoke supervision,” sending him back to prison. Like the probation terms at issue

in Murphy, these supervised-release provisions, on their face, prohibit only false

23
 Case: 17-13358 Date Filed: 08/12/2020 Page: 24 of 50

statements and do not indicate that McKathan’s supervised release “was conditional

on his waiving his Fifth Amendment privilege with respect to further criminal

prosecution.” Id. at 437. So if the inquiry ended here, we would find that

McKathan’s supervised-release terms did not create a penalty situation and therefore

did not compel him to incriminate himself.

But the analysis does not end with this step. Rather, we must also consider

the second Murphy factor, which is whether there was any reasonable basis for

McKathan to have thought that his invocation of his Fifth Amendment privilege

would result in revocation of his supervised release. See id. Relatedly, we also

consider whether, in the Eleventh Circuit, the government has successfully

attempted to revoke supervised release in any case, merely because the supervised

releasee invoked his Fifth Amendment privilege. See id. at 439.

McKathan points to United States v. Robinson, 893 F.2d 1244 (11th Cir. 1990)

(per curiam), as an example of such a case. Robinson was serving a term of

probation following his conviction for currency smuggling. Id. at 1244. Under his

probation agreement, Robinson was required to report to his probation officer and

to “give an account of himself and to respond completely and truthfully to questions

asked by the probation officer.” Id. at 1244–45 (alteration adopted and internal

quotation marks omitted). Robinson had previously reported $25,000 in income on

his tax return but had asserted the Fifth Amendment as to the income’s source. Id.

24
 Case: 17-13358 Date Filed: 08/12/2020 Page: 25 of 50

at 1244 & n.1. The probation officer asked Robinson about the source of that

income. Id. at 1244. In response, Robinson again claimed his Fifth Amendment

privilege to remain silent. Id. Based on Robinson’s refusal to answer the probation

officer’s question, the court later revoked Robinson’s probation. See id.

This Court affirmed. Id. at 1245. Quoting Murphy, we first noted that a

probationer’s reliance on his Fifth Amendment privilege to avoid self-incrimination

does not preclude the government from, as relevant in Robinson’s case, “revoking

probation for a refusal to answer that violated an express condition of

probation . . . .” Id. (emphasis added) (quoting Murphy, 465 U.S. at 435 n.7). In

applying this rule, we determined that Robinson’s failure to “completely and

truthfully” report his “continuing . . . unlawful money smuggling activities” as the

terms of his probation required was a violation of his probation. Id. (emphasis

omitted). Though we reasoned that “[t]he issue is not invocation of the privilege,

but the failure to report,” we nonetheless concluded that the failure to report—

regardless of why—“alone can justify revocation of probation.” Id. (citation and

quotation marks omitted). Because unlike McKathan, Robinson did not challenge

the use of his silence in separate criminal charges, our decision was not inconsistent

with the Supreme Court’s distinction between use of a probationer’s statements in

revocation proceedings following a prior conviction and their use in a “pending or

later criminal prosecution.” See Murphy, 465 U.S. at 435 & n.7.

25
 Case: 17-13358 Date Filed: 08/12/2020 Page: 26 of 50

Nevertheless, as the government conceded during oral argument, Robinson

does “take the extra, impermissible step” Murphy warned against, of requiring a

supervised releasee “to choose between making incriminating statements and

jeopardizing his conditional liberty by remaining silent.”5 Id. at 436; see Oral

5
The Dissent contends that it is “not entirely accurate” to state that the government
conceded that “Robinson took “the extra, impermissible step’ Murphy warned against” because
“[i]nstead, the government merely conceded that there may be a conflict between Murphy and
Robinson, but that Robinson could be factually distinguished.” Dissent at 49 n.4. We respectfully
disagree with our colleague. First, while the government did not use the words “extra,
impermissible step,” it is clear that it agreed with that proposition. In particular, the following
exchange occurred at oral argument:

Court: [W]e’ve said in Robinson, if you don’t comply with the conditions of your
supervised release, you go to jail. I mean, isn’t that what we’ve said?
Government: That is what you said in that case for Robinson. I do know . . . while
Minnesota v. Murphy, at least in certain portions disagree with Robinson of the fact
that . . . a petitioner cannot be forced to give a statement and then go to jail on that,
but that is of course what you say in terms of Robinson, that they can be revoked.
Court: . . . Since we’re bound by Robinson, don’t we have to accept that when
we’re reviewing this?
Government: I think yes, unless we tailor Robinson to the specific language that
was used in that particular [probation condition requiring the probationer to respond
“completely and truthfully” to inquiries from the probation officer].

Oral Argument, at 21:24–22:11. And second, the government did not suggest that Robinson was
somehow consistent with Murphy or that it could be factually distinguished from Murphy; rather,
it argued that the probation condition at issue in Robinson could be factually distinguished from
that at issue in McKathan’s case, so Robinson’s authorization of punishment for invocation of the
Fifth Amendment right not to incriminate oneself did not reasonably suggest that McKathan would
be punished for invoking his Fifth Amendment right. See id. at 19:44–20:50. Later in the oral
argument, though, the government effectively conceded that the probation condition at issue in
Robinson could not be meaningfully distinguished from that at issue here:

Court: [I]f we’re holding that the reason that . . . revocation was appropriate was
because [Robinson] failed to report [answer] in response to inquiries, which . . .
would you agree that’s what Robinson holds?
Government: Yes.

(cont’d.)

26
 Case: 17-13358 Date Filed: 08/12/2020 Page: 27 of 50

Argument at 20:20–23:10, Denzil McKathan v. United States. (No. 17-13358),

http://www.ca11.uscourts.gov/oral-argument-recordings?title=17-13358&field_oar

_case_name_value=&field_oral_argument_date_value%5Bvalue%5D%5Byear%

5D=&field_oral_argument_date_value%5Bvalue%5D%5Bmonth%5D= (“Oral

Argument”). Indeed, it is a case where the government successfully “attempted to

revoke probation merely because a probationer refused to make nonimmunized

disclosures concerning his own criminal conduct.” Murphy, 465 U.S. at 439.

The Dissent asserts that Robinson did not “take the extra, impermissible step”

that Murphy, 465 U.S. at 436, prohibits. Dissent at 51 n.4. It bases this argument

solely on the premise that in Robinson, the government revoked Robinson’s

probation because Robinson “invo[ked] the privilege” and “was found to be in

violation of the reporting condition of his probation, but it was the reporting violation

that was the issue, not the defendant’s invocation of the privilege.” Id. at 50

(emphasis omitted).

Most respectfully, that is a distinction without a difference. Invoking the

privilege and not reporting (meaning not answering questions) after the privilege has

Court: . . . Then how could [McKathan] not fail to report so [he] would avoid the
Robinson problem and still not respond to the question about the PIN? Is there a
way to do that? Maybe there is.
Government: . . . There may be a way. At this very moment, I can’t think of a
way . . . .

Oral Argument, at 26:37–27:30.

27
 Case: 17-13358 Date Filed: 08/12/2020 Page: 28 of 50

been invoked are one and the same thing—like six of one, half dozen of the other.

And it is not possible to both invoke the Fifth Amendment privilege and “completely

and truthfully” answer the probation officer’s incriminating question. See United

States v. Saechao, 418 F.3d 1073, 1080–81 (9th Cir. 2005). Robinson necessarily

approves of a “classic penalty situation.” And a reasonable person in McKathan’s

position would understand Robinson to authorize punishment for a supervised

releasee’s refusal to answer his probation officer’s questions.

Moreover, unlike with the probationer in Murphy, the record contains direct

evidence that McKathan incriminated himself because he feared that his supervised

release would be revoked if he remained silent. See id. at 437. McKathan testified

that his probation officer instructed him that “if [he] did not follow the conditions

[of his supervised release,] [he]’d be revoked and go back to prison.” McKathan

explained that he understood as a result of this instruction that his supervised release

“would certainly have been revoked” if he had refused to enter his phone’s PIN or

answer any of Goodwin’s questions. Operating in a post-Robinson world, we cannot

say that McKathan’s understanding that he was in a “classic penalty situation” was

unreasonable.

For that reason, under Murphy, the government was well within its rights to

revoke McKathan’s supervised release, based on the incriminating statements

McKathan made in response to Goodwin’s questions. But it could not also use those

28
 Case: 17-13358 Date Filed: 08/12/2020 Page: 29 of 50

same statements, which McKathan made under the “classic penalty situation,” to

prosecute McKathan for a new crime.

We are not the first Circuit to reach this conclusion. In Saechao, 418 F.3d

1073, the Ninth Circuit considered the same issue we face today. See id. at 1075.

Saechao’s state probation conditions required him to “promptly and truthfully

answer all reasonable inquiries by the Department of Correction or County

Community Correction Agencies.” Id. His probation terms also stated that failure

to comply with any of the conditions “was grounds for arrest, revocation of

probation, or modification of conditions.” Id. Saechao’s probation officer

questioned him about whether he possessed a firearm, which would be a violation

of his probation and a violation of the felon-in-possession statute. Id. at 1075–76.

Saechao acknowledged that a hunting rifle was in the apartment that he shared with

his parents. Id. The probation officer and a colleague then confiscated the rifle and

left Saechao’s residence. Id. at 1076. Soon after, Saechao was arrested and charged

with being a felon in possession of a firearm, in violation of federal law. Id. In that

separate case, Saechao moved to suppress his statements to the probation officer. Id.

The district court granted the motion, concluding that the statements had been

“compelled” within the meaning of the Fifth Amendment. Id.

The Ninth Circuit affirmed. Id. at 1081. It determined that the state had taken

the “impermissible step of requiring Saechao to choose between making

29
 Case: 17-13358 Date Filed: 08/12/2020 Page: 30 of 50

incriminating statements and jeopardizing his conditional liberty by remaining

silent.” Id. at 1076 (quoting Murphy, 465 U.S. at 436) (alterations adopted and

quotation marks omitted). And it found further that “there [was] certainly a

reasonable basis under Murphy for a probationer to conclude that, although the

invocation of the Fifth Amendment [was] not explicitly prohibited, an exercise of

that right by invoking the privilege or simply by remaining silent would constitute

grounds for revocation of probation.” Id. at 1079 (emphasis in original).

In reaching these conclusions, the Ninth Circuit explained that the condition

requiring Saechao to “promptly and truthfully answer all reasonable inquiries”

required Saechao to actually provide an answer to the question asked, and invoking

the Fifth Amendment privilege to remain silent would not be an “answer” to the

question. Id. at 1080 (emphasis in original). In support of this determination, the

Ninth Circuit pointed to Robinson. Id. at 1080–81. It said, “[t]he Eleventh Circuit,

confronted with a nearly identical probation condition, explicitly rejected the

argument that by ‘answering’ a probation officer’s inquiry with an invocation of the

Fifth Amendment, the probationer would comply with an obligation to answer or

respond to his probation officer’s inquiries and thereby avoid a revocation of his

probation.” Id. at 1080. Rather, the Ninth Circuit explained, “the Eleventh Circuit

held that invoking the Fifth Amendment did not constitute a response to a question,

but rather was a refusal to answer that violated an express condition of probation.”

30
 Case: 17-13358 Date Filed: 08/12/2020 Page: 31 of 50

Id. at 1081 (citation and quotation marks omitted). As a result, the Ninth Circuit

observed, Robinson’s invocation of his Fifth Amendment privilege “promptly led

the government to seek the revocation of Robinson’s probation, which the district

court granted and the Eleventh Circuit affirmed.” Id. (citing Robinson, 893 F.2d at

1244–45).

The U.S. Sentencing Commission has also felt a need in the wake of post-

Murphy opinions like Robinson to clarify that defendants should not be punished for

failing to truthfully answer their probation officer’s questions if the failure resulted

from an invocation of the Fifth Amendment privilege. In 2016, the Commission, in

Amendment 803, added Application Notes to the Commentary to Sections 5B1.3

and 5D1.3 of the U.S. Sentencing Guidelines Manual that effectively abrogate

Robinson. See U.S. Sentencing Guidelines Manual amend. 803 (U.S. Sentencing

Comm’n 2016). They state, “[a]lthough the condition in subsection (c)(4) requires

the defendant to ‘answer truthfully’ the questions asked by the probation officer, a

defendant’s legitimate invocation of the Fifth Amendment privilege against self-

incrimination in response to a probation officer’s question shall not be considered a

violation of this condition.” U.S.S.G. § 5B1.4, cmt. n.1 (2016); U.S.S.G. § 5D1.3,

cmt. n.1 (2016). Since these application notes were made effective November 1,

2016, no supervised-releasee who chose or chooses to answer questions after that

31
 Case: 17-13358 Date Filed: 08/12/2020 Page: 32 of 50

date could demonstrate that he reasonably believed or believes he was or is faced

with the “classic penalty situation” Murphy prohibits.

But McKathan answered his probation officer’s questions in 2014, before the

Sentencing Commission promulgated Amendment 803. So Amendment 803 cannot

control our analysis in his case.

Nevertheless, the changes to the Commentary further demonstrate that we

held in Robinson that the government may revoke supervised release simply because

a probationer invokes his Fifth Amendment privilege in response to a question from

his probation officer. Having so held in that case, we may not now find that

McKathan’s supervised-release provision requiring him to answer all inquiries from

his probation officer did not place him in the “classic penalty situation” Murphy

warns against.

4. Robinson’s existence requires us to conclude that McKathan’s view that
he was subjected to a “classic penalty situation” was objectively
reasonable

As we have noted, in Robinson, the government did not seek to use

Robinson’s silence in a separate criminal prosecution, and Robinson did not

complain in a separate criminal proceeding that he had been coerced to answer his

probation officer’s questions on penalty of revocation of his probation. Rather, the

government used Robinson’s silence—and Robinson objected that the government

used his silence—only to punish him for violating his probation conditions. But that

32
 Case: 17-13358 Date Filed: 08/12/2020 Page: 33 of 50

is permissible under Murphy. What is not permissible is giving a probationer a

reasonable belief that if he refuses to answer his probation officer’s incriminating

questions, his probation will be revoked and then using statements derived as a

result of that “classic penalty situation” in a criminal prosecution. Because of

Robinson’s existence, though, that is what happened here, in McKathan’s case.

We suggested in 2003 that a case like McKathan’s might well require

suppression, in a criminal prosecution, of statements elicited by a probation officer

in the course of supervising supervised release:

There is thus a substantial basis in our cases for concluding that if the
State, either expressly or by implication, asserts that invocation of the
privilege would lead to revocation of probation, it would have created
the classic penalty situation, the failure to assert the privilege would be
excused, and the probationer’s answers would be deemed compelled
and inadmissible in a criminal prosecution.

See United States v. Zinn, 321 F.3d 1084, 1091 (11th Cir. 2003) (quoting Murphy,

465 U.S. at 435). Here, because of Robinson and the government’s use of

McKathan’s coerced statements in his separate criminal prosecution, McKathan’s

counsel could have argued that suppression was required on exactly this “substantial

basis.”

Finally, the laundry list of cases the Dissent sets forth for the proposition that

a penalty may not be imposed on someone for exercising his Fifth Amendment right

not to incriminate himself, see Dissent at 49-50, does not change the analysis or

somehow allow us to ignore Robinson. The cited cases speak in general principles;

33
 Case: 17-13358 Date Filed: 08/12/2020 Page: 34 of 50

none of them other than Murphy and Robinson themselves deals with the ways in

which the government coerced or made use of compelled testimony that are at issue

here.6 And we have already explained why, under Murphy, Robinson creates the

“classic penalty situation” here, where the supervised-releasee’s statements, coerced

on pain of revocation for invocation of the Fifth Amendment privilege, were used

against him in a separate criminal case.

In short, we conclude that there is a reasonable likelihood that a Fifth

Amendment suppression motion would have been successful.

B.

That brings us to whether the fruits of McKathan’s statements would have

nonetheless been admissible for an independent reason. The government argues that

they would have been, so any Fifth Amendment legal win would have been a purely

Pyrrhic victory. 7

6
For example, besides predating both Murphy and Robinson, Baxter v. Palmigiano, 425
U.S. 308, 316 (1976), and Lefkowitz v. Turley, 414 U.S. 70, 85 (1973), deal with the use of
compelled statements in civil, rather than criminal, proceedings. Chavez v. Martinez, 538 U.S.
760 (2003), also does not involve use of compelled statements in criminal proceedings. Id. at 769–
70. United States v. Vangates, 287 F.3d 1315 (11th Cir. 2002), while a little closer in that the
criminal defendant claimed she had been subjected to a “classic penalty situation,” is similarly
irrelevant here. There, Vangates, a police officer, incriminated herself during her testimony in a
civil trial for which she was subpoenaed to testify by a private attorney. The government
prosecuted her, using her statements. We concluded the statements had not been coerced because
no state action compelled her to forgo her Fifth Amendment rights. Id. at 1324.
7
The term “Pyrrhic victory,” where the battle is won but the war is lost, finds its origins in
the ultimately ill-fated war pursuits of King Pyrrhus of Epirus. ThoughtCo., What’s the Origin of
the Term Pyrrhic Victory?, https://www.thoughtco.com/pyrrhic-victory-120452 (last visited Aug.
11, 2020). Pyrrhus is said to have suffered the first Pyrrhic victory around 280 B.C.E. Id. Though

34
 Case: 17-13358 Date Filed: 08/12/2020 Page: 35 of 50

In particular, the government suggests that it would have inevitably

discovered the evidence of child pornography on McKathan’s phone, since

McKathan’s supervised release required him to consent to reasonable searches, and

Goodwin had reason to suspect he was violating the terms of his release. Goodwin’s

beliefs were based on the following: McKathan had a Facebook account and opened

it with an Android phone, and he had an Android phone on his bed.

The “inevitable discovery” doctrine applies when the government can show

by a preponderance of the evidence that it would have discovered the evidence by

some other lawful means. See Utah v. Strieff, 136 S. Ct. 2056, 2061 (2016) (“[T]he

inevitable discovery doctrine allows for the admission of evidence that would have

been discovered even without the unconstitutional source.”); Nix v. Williams, 467

U.S. 431, 444 (1984). For that doctrine to apply in this Circuit, the government must

also demonstrate that before the unlawful activity occurred, it was actively pursuing

the lawful means that would have rendered discovery inevitable. United States v.

Virden, 488 F.3d 1317, 1322 (11th Cir. 2007). The inevitable-discovery doctrine

can apply when a Fifth Amendment violation occurs. United States v. Martinez-

Gallegos, 807 F.2d 868, 870 (9th Cir. 1987) (per curiam).

he defeated the Romans in two battles, he endured an extremely high number of casualties. Id. As
a result, he wound up eventually losing the war. Id.

35
 Case: 17-13358 Date Filed: 08/12/2020 Page: 36 of 50

Here, in the context of McKathan’s § 2255 Case, the district court had no

reason to analyze—and the government had no reason to argue—whether the

inevitable-discovery doctrine could apply, since the district court determined that

McKathan could not prevail on his Fifth Amendment argument. 8 For these reasons,

the record lacks information that would allow us to assess the viability of an

inevitable-discovery argument. Therefore, we cannot determine whether, as a legal

matter, the government would have been permitted to search McKathan’s phone.

Nor can we assess the government’s proffer at oral argument that it would have been

able to view the contents without compelling McKathan to provide his PIN to unlock

it, since it “has tools and has methods, and has used them in many cases to get in[to]

[phones] before.” Oral Argument at 24:17–24:23.

As a result, we cannot evaluate, in the final analysis, whether there was a

reasonable likelihood that the outcome of McKathan’s case would have been

different, had his counsel filed a suppression motion based on the Fifth Amendment.

But because McKathan would have prevailed on the Fifth Amendment suppression

8
When it ruled on McKathan’s Fourth Amendment suppression motion in McKathan II,
the district court did say that it saw no basis for inevitable discovery on the record before it at that
time, and the government did not object. But that did not occur in McKathan’s § 2255 Case. And
at the time the district court remarked on the inevitable-discovery doctrine, it had just ruled on a
clearly unmeritorious Fourth Amendment suppression motion (and the Fifth Amendment
argument had not been made at that time). So neither the court nor the government had any reason
to actually evaluate any alternative bases for admission of the evidence from McKathan’s phone.
Under these circumstances, we cannot say that the government waived its right to pursue an
inevitable-discovery argument.

36
 Case: 17-13358 Date Filed: 08/12/2020 Page: 37 of 50

issue, it now becomes necessary to consider whether the evidence would have

otherwise been admissible.

Therefore, we must vacate the denial of McKathan’s § 2255 motion and

remand for further proceedings. In those proceedings, the government must receive

the opportunity to present any evidence and arguments to show that the evidence

from McKathan’s phone would have otherwise been admissible, and the district

court shall rule on any such arguments. Should the district court conclude that the

evidence would have been otherwise admissible, it shall deny the § 2255 motion,

since filing the Fifth Amendment suppression motion would not have been

reasonably likely to change the outcome in McKathan II. But should the district

court determine that the evidence would not have been otherwise admissible, it shall

address whether McKathan’s counsel performed deficiently by failing to raise the

Fifth Amendment issue in McKathan II. See Strickland, 466 U.S. at 687.

IV.

For these reasons, we vacate the district court’s denial of McKathan’s § 2255

motion and remand for further proceedings consistent with this opinion.

VACATED AND REMANDED.

37
 Case: 17-13358 Date Filed: 08/12/2020 Page: 38 of 50

BRANCH, Circuit Judge, dissenting:

In this case, McKathan, while on supervised release as a result of his 2005

conviction for possession of child pornography, failed to invoke his Fifth

Amendment privilege in response to his probation officer’s questions and made

testimonial statements (including revealing his PIN which was used to unlock his

phone) that both revealed he had violated the terms of his release and implicated

himself in a new crime. His supervised release was thereafter revoked based upon

a finding that he had violated the terms of his release. The government then used

the incriminating statements he made to his probation officer against him in a

subsequent criminal prosecution for receipt of child pornography. After pleading

guilty to the new charge, McKathan filed a 28 U.S.C. § 2255 motion to vacate

sentence arguing that his counsel was ineffective for failing to file a Fifth

Amendment-based motion to suppress the testimonial communications he made to

his probation officer. The district court denied the claim, concluding that he failed

to establish prejudice. This appeal followed. To address McKathan’s ineffective-

assistance claim, we must consider the underlying merits of his Fifth Amendment

challenge. Because I disagree with the majority that McKathan’s failure to invoke

the Fifth Amendment privilege should be excused, I respectfully dissent.

The ultimate question in this case is whether McKathan established that he

38
 Case: 17-13358 Date Filed: 08/12/2020 Page: 39 of 50

was prejudiced by his counsel’s failure to file a Fifth Amendment based motion to

suppress the testimonial communications he made to his probation officer pursuant

to the two-prong deficient performance and prejudice test set forth in Strickland v.

Washington, 466 U.S. 668, 687 (1984). To establish prejudice, McKathan must

show “a reasonable probability that, but for counsel’s errors, he would not have

pleaded guilty and would have insisted on going to trial.” Premo v. Moore, 562

U.S. 115, 129 (2011) (quoting Hill v. Lockhart, 474 U.S. 52, 59 (1985)). This

inquiry in turn requires an evaluation of the merit of the underlying Fifth

Amendment challenge. See Kimmelman v. Morrison, 477 U.S. 365, 375 (1986)

(explaining that when defense counsel’s failure to litigate a suppression issue is the

basis of the ineffectiveness claim, in order to demonstrate prejudice, the defendant

must prove that his suppression claim is meritorious, and that there is a “reasonable

probability” that the suppression issue the attorney did not advance would have

affected the outcome of the case); see also Lee v. United States, 137 S. Ct. 1958,

1965 (2017) (explaining ineffectiveness claim premised on counsel’s failure to

litigate a suppression issue in the context of a plea).

The Fifth Amendment guarantees that “[n]o person . . . shall be compelled in

any criminal case to be a witness against himself . . . .” U.S. Const. amend. V. To

succeed on a motion seeking to suppress his statements to the probation officer and

the entry of his PIN (and all fruits stemming from these revelations), based on a

39
 Case: 17-13358 Date Filed: 08/12/2020 Page: 40 of 50

Fifth Amendment challenge McKathan would have had to show three things:

“(1) compulsion, (2) a testimonial communication or act, and (3) incrimination.”

In re Grand Jury Subpoena Duces Tecum Dated Mar. 25, 2011, 670 F.3d 1335,

1341 (11th Cir. 2012). As the majority notes, the parties do not dispute that the

communications at issue satisfy the last two elements. Therefore, the only

question we must answer is whether McKathan has satisfied the first element—was

he compelled to provide the incriminating communications in question? The

majority says the answer to this inquiry is yes because McKathan was in a “classic

penalty situation.” A “classic penalty situation” arises when a person must choose

between incriminating himself, on the one hand, or suffering government-

threatened punishment for invoking his Fifth Amendment privilege to remain

silent, on the other. Minnesota v. Murphy, 465 U.S. 420, 435 (1984).

As previously noted, at the time of the statements in question, McKathan

was serving a lifetime term of supervised release after pleading guilty and serving

a term of imprisonment for possession of child pornography. In relevant part, the

terms of his supervised release: (1) required McKathan “to answer truthfully all

inquiries by the probation officer and follow the instructions of the probation

officer”; (2) prohibited him from possessing and using a computer with internet

access without the permission of his probation officer; (3) authorized his consent

“to periodic, unannounced examinations of his computer equipment, which may

40
 Case: 17-13358 Date Filed: 08/12/2020 Page: 41 of 50

include retrieval and copying of all data from his computer and any internal or

external peripherals to ensure compliance with this condition, and/or removal of

such equipment for the purpose of conducting a more through [sic] inspection”;

and (4) authorized his consent to reasonable searches of his person and residence

based upon reasonable suspicion that he had violated a condition of his release.1

Finally, McKathan’s terms of release informed him that “[u]pon a finding of a

violation of probation of supervised release, . . . the [c]ourt may (1) revoke

supervision or (2) extend the term of supervision, and/or (3) modify the conditions

of supervision.”

I now turn to McKathan’s Fifth Amendment challenge. Ordinarily, to claim

the protections of the Fifth Amendment, an individual must expressly invoke the

right, or his answers will not qualify as “‘compelled’ within the meaning of the

Amendment.” Murphy, 465 U.S. at 427. It is undisputed that McKathan provided

incriminating testimonial statements to his probation officer and did not invoke his

1
While the supervised release conditions imposed are not at issue, I note that “[a]
probation condition is not necessarily invalid simply because it affects a probationer’s ability to
exercise constitutionally protected rights.” Owens v. Kelley, 681 F.2d 1362, 1366 (11th Cir.
1982) (quoting United States v. Tonry, 605 F.2d 144, 150 (5th Cir. 1979)). Rather,
“[p]robationers . . . are subject to limitations to which ordinary citizens are free. Such limitations
are permitted because probationers have been convicted of crimes and have thereby given the
state a compelling interest in limiting their liberty in order to effectuate their rehabilitation and to
protect society. Probationers also have a diminished expectation of privacy. Because they have
been convicted of crimes for which they could be incarcerated, probationers reasonably expect
infringements on their privacy which law-abiding citizens neither expect nor receive.” Id. at
1367–68 (internal citations and quotations omitted).

41
 Case: 17-13358 Date Filed: 08/12/2020 Page: 42 of 50

Fifth Amendment privilege. Yet, as relevant here, where an individual is faced

with a classic penalty situation, the privilege becomes self-executing. Id. at 434–

35 (citing Garrity v. New Jersey, 385 U.S. 493 (1967)).

As in this case, the issue before the Murphy Court was whether the Fifth

Amendment prohibited the admission of incriminating statements the defendant

made to his probation officer in a subsequent criminal prosecution for another

crime, notwithstanding the fact that the defendant failed to claim the privilege. 465

U.S. at 422. Specifically, Murphy was on probation after pleading guilty to false

imprisonment. Id. The terms of his probation included that he participate in a

treatment program for sexual offenders, “report to his probation officer as directed,

and be truthful with the probation officer ‘in all matters.’” Id. Murphy was

informed that if he failed to comply with these conditions, he could be “return[ed]

to the sentencing court for a probation revocation hearing.” Id. His probation

officer later learned that during treatment in the sexual offender program, Murphy

admitted to an earlier rape and murder. Id. at 423. The probation officer called

Murphy in for a meeting, and, during the course of the meeting, Murphy denied the

false imprisonment charge to which he had pled guilty, but admitted that he had

committed the rape and murder. Id. at 423–24. An arrest warrant was issued, and

the State later returned an indictment charging Murphy with first-degree murder.

Id. at 424–25. Seeking to suppress the use of his incriminating statements in the

42
 Case: 17-13358 Date Filed: 08/12/2020 Page: 43 of 50

new criminal proceeding, Murphy argued that his failure to assert the Fifth

Amendment privilege should have been excused because “he was compelled to

make incriminating disclosures instead of claiming the privilege” as his probation

could be revoked “if he was untruthful to his probation officer.” Id. at 434. The

Supreme Court ultimately found this contention “unpersuasive on close

examination.” Id. Specifically, the Court found that the terms of Murphy’s

probation “proscribed only false statements; it said nothing about his freedom to

decline to answer particular questions and certainly contained no suggestion that

his probation was conditional on his waiving his Fifth Amendment privilege with

respect to further criminal prosecution.” Id. at 437. Thus, like Murphy, this case

requires a determination of whether McKathan’s failure to assert the privilege

should be excused (i.e., did the circumstances give rise to self-executing privilege

against self-incrimination). 2

The relevant factors we must consider in making this determination are:

(1) whether the government in fact required McKathan via the terms of his

supervised release to answer the probation officer’s question or else have his

probation revoked; or (2) whether there was any reasonable basis for McKathan to

have thought that his invocation of his Fifth Amendment privilege would in and of

2
Similar to Murphy, McKathan asserts that he believed that his supervised release would
be revoked if he was not truthful with his probation officer, and, therefore he was “compelled” to
make the incriminating statements instead of claiming the privilege.

43
 Case: 17-13358 Date Filed: 08/12/2020 Page: 44 of 50

itself result in revocation of his supervised release. See id. at 434–39. I agree with

the majority that, just as in Murphy, the answer to the first inquiry in McKathan’s

case is a resounding no. The terms of McKathan’s supervised release, on their

face, merely proscribe only false statements, and do not indicate, explicitly or

implicitly, that his release was in any way “conditional on his waiving his Fifth

Amendment privilege with respect to further criminal prosecution.” Id. at 437.

This conclusion leads us to the second inquiry—whether it was reasonable

for McKathan to conclude that he faced a “classic penalty situation.” How do we

tell if McKathan’s belief was reasonable? The Supreme Court’s opinion in

Murphy provides guidance. In Murphy, without deciding whether the

reasonableness inquiry is subjective or objective, the Court held that Murphy’s

belief that he was in a classic penalty situation was unreasonable because: (1) there

was “no direct evidence Murphy confessed because he feared that his probation

would be revoked if he remained silent,” (2) Supreme Court case law made it clear

that such a revocation is constitutionally impermissible, and (3) no case had been

identified where the state “attempted to revoke probation merely because a

probationer refused to make nonimmunized disclosures concerning his own

criminal conduct.” Id. at 438−39 (emphasis added). Applying a similar analysis to

this case, the majority holds that McKathan’s belief that his supervised release

would have been revoked if he did not answer the probation officer’s questions

44
 Case: 17-13358 Date Filed: 08/12/2020 Page: 45 of 50

was reasonable because there is direct evidence that he feared as much and there is

caselaw in this Circuit where the government attempted to revoke probation merely

because the probationer asserted his Fifth Amendment privilege. I disagree.

The majority points to McKathan’s testimony during the § 2255 evidentiary

hearing that he was instructed that “if [he] did not follow the conditions that [he

would] be revoked and go back to prison” as direct evidence that McKathan

reasonably feared that his supervised release would be revoked if he did not answer

the probation officer’s questions. But that instruction in and of itself does not

render McKathan’s alleged belief that he was in a classic penalty situation

reasonable. If it did, then the Supreme Court would have determined that there

was a reasonable basis for Murphy—who was likewise informed that if he failed to

comply with the conditions of his probation then his probation could be revoked—

to believe he was in a classic penalty situation, which was not the Court’s holding.

Id. at 422, 437–39. Indeed, like Murphy, McKathan was not expressly advised that

an assertion of the privilege would result in the imposition of a penalty—a factor

the Supreme Court cited in distinguishing Murphy’s case from the classic penalty

situation it found existed in Garrity.3 Id. at 438.

3
In Garrity, two New Jersey police officers were subjected to questioning as part of an
investigation by the state attorney general concerning alleged fixing of traffic tickets. 385 U.S.
at 494. Prior to being questioned, each officer was warned that: “(1) that anything he said might
be used against him in any state criminal proceeding; (2) that he had the privilege to refuse to
answer if the disclosure would tend to incriminate him; but (3) that if he refused to answer he

45
 Case: 17-13358 Date Filed: 08/12/2020 Page: 46 of 50

Likewise, McKathan’s asserted understanding that, because of this

instruction, his supervised release “would certainly have been revoked” if he

refused to answer the probation officer’s questions was simply not reasonable

under the circumstances. As in Murphy, the terms and conditions of McKathan’s

supervised release were “accurately summarized” in the notices provided to

McKathan detailing both the standard and special conditions of his release. See id.

at 438. Both notices provided that “[u]pon a finding of a violation of probation or

supervised release, I understand that the court may (1) revoke supervision,

(2) extend the term of supervision, and/or (3) modify the conditions of

supervision.” (emphasis added). And, McKathan, a high school graduate with

“some college” education, signed the documents detailing the terms and conditions

of his release, attesting that they were read to him, that he had been provided with

copies of the notices, and that he understood the conditions. Regardless, even

accepting McKathan’s contentions that he believed his supervised release would be

revoked for exercising his Fifth Amendment privilege, as the Supreme Court

concluded in Murphy, “that belief would not have been reasonable” in light of

would be subject to removal from office.” Id. The officers answered the questions posed to
them, and some of those answers were used in subsequent criminal proceedings against them for
conspiracy to obstruct the administration of traffic laws. Id. at 495. The Supreme Court
determined that those officers were in a classic penalty situation—“[t]he choice imposed . . . was
one between self-incrimination or job forfeiture.” Id. at 496. Therefore, the Court held that the
officers had not waived the Fifth Amendment privilege even though they failed to assert it, and
the statements were coerced and could not be used against the officers in subsequent criminal
proceedings. Id. at 498–500.

46
 Case: 17-13358 Date Filed: 08/12/2020 Page: 47 of 50

Supreme Court decisions that “have made clear that the [government] could not

constitutionally carry out a threat to revoke [a term of supervised release] for the

legitimate exercise of the Fifth Amendment privilege.” Id.

McKathan and the majority point to this Circuit’s decision in United States

v. Robinson, 893 F.2d 1244 (11th Cir. 1990) (per curiam), as supporting the

reasonableness of McKathan’s classic penalty situation belief. They contend that

Robinson is purportedly an example of a case in which the government attempted

to revoke a term of probation merely because a defendant invoked his Fifth

Amendment privilege, and we then sanctioned such an attempt by affirming on

appeal. Thus, according to the majority, “[o]perating in a post-Robinson world, we

cannot say that McKathan’s understanding that he was in a ‘classic penalty

situation’ was unreasonable.”

But Robinson was not a classic penalty situation case where the government

attempted to revoke a defendant’s probation simply because he invoked his Fifth

Amendment privilege. To the contrary, consistent with Murphy and countless

other Supreme Court cases, Robinson expressly acknowledged that “a probationer

has a fifth amendment right to avoid self-incrimination.” 893 F.2d at 1245.

Rather, the issue before us in Robinson was “whether the United States may revoke

probation where the probation agreement explicitly requires a probationer to report

[his sources of income] and to ‘give an account of’ [himself] and to respond

47
 Case: 17-13358 Date Filed: 08/12/2020 Page: 48 of 50

completely and truthfully to questions asked by the probation officer” about that

report but the probationer does not do so. Id. at 1244–45. Indeed, when

questioned about the source of income reported on his tax return, Robinson, a

convicted currency smuggler, invoked the privilege, suffered no penalty upon

invocation of the privilege, and was not compelled to give any statements over his

claim of privilege. Id. True, Robinson’s probation was later revoked because he

was found to be in violation of the reporting condition of his probation, but it was

the reporting violation that was the issue, not the defendant’s invocation of the

privilege. Id. at 1245 (“When Robinson failed to report these activities completely

and truthfully as per the terms of his probation, he committed a probation violation.

The issue was not invocation of the privilege, but the failure to report. ‘[T]here is

no question that failure to comply with reporting requirements is a serious

violation of probationary conditions, and that such failure alone can justify

revocation of probation.’” (second emphasis added) (quoting United States v.

Morin (Roger), a/k/a Video (Paris), 889 F.2d 328, 332 (1st Cir. 1989))). That his

probation was thereafter revoked, at least in part, for his failure to fulfill the terms

of his probation by responding “completely and truthfully” to questions asked by

the probation officer is not inconsistent with Murphy. As the Murphy Court

acknowledged, while the government cannot revoke a defendant’s probation as a

penalty for the defendant invoking the Fifth Amendment privilege, “nothing in the

48
 Case: 17-13358 Date Filed: 08/12/2020 Page: 49 of 50

Federal Constitution would prevent [the government] from revoking probation for

a refusal to answer that violated an express condition of probation or from using

the probationer’s silence as ‘one of a number of factors to be considered by a

finder of fact’ in deciding whether other conditions of probation have been

violated.” See Murphy, 465 U.S. at 435 n.7 (quoting Lefkowitz v. Cunningham,

431 U.S. 801, 808 n.5 (1977)). 4

Accordingly, contrary to the majority’s conclusion, “McKathan’s

understanding that he was in a ‘classic penalty situation’” was not reasonable

simply because he was “in a post-Robinson world.” In fact, such a belief is

directly contradicted by Robinson’s express acknowledgement that “a probationer

has a fifth amendment right to avoid self-incrimination,” Robinson, 893 F.2d at

1245, as well as a plethora of well-established precedent from both the Supreme

Court and this Court. See, e.g., Chavez v. Martinez, 538 U.S. 760, 768–69 (2003)

(“[N]o ‘penalty’ may ever be imposed on someone who exercises his core Fifth

4
Thus, contrary to the majority’s position, Robinson does not “take the extra,
impermissible step” Murphy warned against, of requiring a supervised releasee “to choose
between making incriminating statements and jeopardizing his conditional liberty by remaining
silent.” Indeed, the majority goes as far as to say that the government also concedes that
Robinson took “the extra, impermissible step” Murphy warned against, but that is not entirely
accurate. Instead, the government merely conceded that there may be a conflict between Murphy
and Robinson, but that Robinson could be factually distinguished. Oral Argument at 21:25–
22:05, Denzil McKathan v. United States. (No. 17-13358), http://www.ca11.uscourts.gov/oral-
argument-recordings?title=17-13358&field_oar_case_name_value=&field_oral_
argument_date_value%5Bvalue%5D%5Byear%5D=&field_oral_argument_date_value%5Bvalu
e%5D%5Bmonth%5D= (“Oral Argument”)

49
 Case: 17-13358 Date Filed: 08/12/2020 Page: 50 of 50

Amendment right not to be a ‘witness’ against himself in a ‘criminal case.’”);

Murphy, 465 U.S. at 426; Baxter v. Palmigiano, 425 U.S. 308, 316 (1976)

(explaining that prisoners have Fifth Amendment rights, and, therefore, if they are

compelled to furnish incriminating testimonial evidence during prison disciplinary

proceedings, “they must be offered ‘whatever immunity is required to supplant the

privilege’” (quoting Lefkowitz v. Turley, 414 U.S. 70, 85 (1973))); United States v.

Vangates, 287 F.3d 1315, 1320 (11th Cir. 2002) (noting that a person cannot be

penalized for asserting the Fifth Amendment privilege). In light of well-

established precedent “proscribing threats of penalties for the exercise of Fifth

Amendment rights, [McKathan] could not reasonably have feared that the assertion

of the privilege would have led to revocation.” Id. at 439.

Consequently, for the above reasons, McKathan did not face a classic penalty

situation, and, therefore, he cannot benefit from this exception to the general rule

that the Fifth Amendment privilege must be claimed and is not self-executing. As

in Murphy, McKathan’s Fifth Amendment challenge is without merit and the

statements he made to his probation officer could be used in a subsequent criminal

proceeding. Id. at 440. Thus, McKathan cannot demonstrate that he was prejudiced

by counsel’s failure to file a Fifth Amendment motion to suppress the testimonial,

incriminating statements at issue, Hill, 474 U.S. at 59, and I would affirm the denial

of his § 2255 petition. I respectfully dissent.

50