Leon Carmichael, Sr. v. United States ( 2020 )


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  •                Case: 17-13822      Date Filed: 07/22/2020      Page: 1 of 33
    [PUBLISH]
    IN THE UNITED STATES COURT OF APPEALS
    FOR THE ELEVENTH CIRCUIT
    _________________________
    No. 17-13822
    _________________________
    Docket Nos: 2:10-cv-01106-JA-WC; 2:03-cr-00259-WKW-WC-1
    LEON CARMICHAEL, SR.,
    Petitioner-Appellant,
    versus
    UNITED STATES OF AMERICA,
    Respondent-Appellee.
    _________________________
    Appeal from the United States District Court
    for the Middle District of Alabama
    _________________________
    (July 22, 2020)
    Before WILSON, NEWSOM, Circuit Judges, and PROCTOR,* District Judge.
    * Honorable R. David Proctor, United States District Judge for the Northern District of
    Alabama, sitting by designation.
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    PROCTOR, District Judge:
    Leon Carmichael is a federal prisoner serving a 480-month sentence. This
    appeal is from a district court’s denial of his 28 U.S.C. § 2255 motion asking that
    his sentence be vacated. After conducting an evidentiary hearing on Carmichael’s
    habeas petition, the district court found that his counsels’ performance fell below
    minimum constitutional standards. However, the court also determined that,
    although there was deficient performance, Carmichael was not entitled to relief
    because he did not show prejudice. Carmichael challenges that ruling. After careful
    review, and with the benefit of oral argument, we affirm.
    I.    Background
    A.     Carmichael’s Conviction, Sentence, Section 2255 Motion, and Initial
    Appeal
    In August 2004, a grand jury returned a third superseding indictment
    charging Carmichael with: (1) conspiring to distribute 3,000 or more kilograms of
    marijuana, in violation of 21 U.S.C. § 846; and (2) conspiring to commit money
    laundering, in violation of 18 U.S.C. § 1956(h). Carmichael went to trial on these
    charges in 2005. On June 17, 2005, following an eleven-day trial, a jury found him
    guilty of conspiring to distribute 7,000 pounds, or more, of marijuana and also
    convicted him on a money laundering conspiracy charge.
    The district court sentenced Carmichael to a total term of imprisonment of
    480 months. In addition to the prison sentence, the court ordered Carmichael to
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    forfeit the Carmichael Center,1 his personal residence, and an automobile.
    Carmichael filed a direct appeal. This Court affirmed his convictions and sentences
    in 2009. See United States v. Carmichael (Carmichael I), 
    560 F.3d 1270
    (11th Cir.
    2009). The Supreme Court denied his petition for a writ of certiorari. See
    Carmichael v. United States, 
    558 U.S. 1128
    (2010).
    On December 30, 2010, Carmichael filed a pro se 28 U.S.C. § 2255 motion
    to vacate his conviction and sentence. In his Motion, Carmichael raised numerous
    claims. Relevant to this appeal, he contends that when he was deciding whether to
    plead guilty or proceed to trial, his attorneys failed to: (1) explain to him the
    weight and extent of the government’s evidence; (2) advise him of the applicable
    sentence he could face, if convicted; (3) properly pursue plea negotiations with the
    government; and (4) concurrently convey plea offers made by the government.
    Initially, a Magistrate Judge issued a report and recommendation (“R&R”)
    recommending denial of Carmichael’s section 2255 motion on the merits. Over
    Carmichael’s objections, the district court judge adopted the R&R and denied his
    section 2255 motion. We reversed and remanded the case to the district court with
    instructions that it conduct an evidentiary hearing on Carmichael’s ineffective
    assistance of counsel claim. See Carmichael v. United States (Carmichael II), 659
    1
    The Carmichael Center was an entertainment venue owned by Carmichael.
    3
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    F. App’x 1013 (11th Cir. 2016).
    B.        The Evidentiary Hearing
    On remand, the district court conducted an evidentiary hearing. Carmichael
    testified at the hearing, as did two of the lawyers who represented him at trial,
    Marion Chartoff and Susan James.2 The government presented the testimony of
    three witnesses: two Assistant U.S. Attorneys (Stephen Feaga and Anna Clark
    Morris), and the Chief of the Criminal Division of the U.S. Attorney’s Office
    (Louis Franklin). Carmichael’s primary arguments at the evidentiary hearing
    focused on his attorneys’ alleged deficient performance regarding plea negotiations
    and communication of plea offers. As such, it was necessary for the district court
    to hear evidence about the lawyers who defended Carmichael in the criminal
    action.
    Carmichael employed at least twelve attorneys between the time he was first
    indicted in 2004 and the affirmance of his conviction on direct appeal in 2009.3
    See Carmichael 
    I, 560 F.3d at 1270
    . Carmichael initially hired criminal defense
    attorney Stephen Glassroth to serve as lead counsel. In turn, Glassroth selected a
    2
    In assessing the argument raised in this appeal, the Court focuses its analysis on the
    attorneys who played an active part in Carmichael’s defense, including Stephen Glassroth, Lisa
    Wayne, Susan James, and Marion Chartoff. The Court does not, for example, discuss the
    performance of Attorney Wesley Pitters, who filed a notice of appearance when Carmichael was
    indicted, but withdrew several months later.
    3
    The record does not indicate the precise duties that these twelve attorneys undertook.
    4
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    team of attorneys, including Chartoff, to perform research and draft motions.
    Glassroth also tapped Lisa Wayne, a well-known criminal defense attorney from
    Denver, Colorado, who Glassroth viewed as a prominent attorney. Carmichael
    urged Glassroth to work with Susan James, but he says Glassroth refused.
    According to Carmichael, Glassroth’s trial strategy was to argue that a rogue Drug
    Enforcement Agency (“DEA”) agent unfairly targeted Carmichael.
    Carmichael never admitted guilt to any of his numerous attorneys, but he did
    ask Glassroth early in the proceedings about the possibility of entering a plea.
    Glassroth responded by telling Carmichael he thought the best strategy was not to
    discuss a plea deal until discovery was complete.
    Before trial, Glassroth withdrew from the case. Wayne offered to remain in
    the case, but did so on the condition that Carmichael name her lead counsel. After
    Glassroth’s departure, Carmichael hired James along with Ronald Brunson.
    Brunson was specifically tasked with defending Carmichael on the money
    laundering charge.
    The testimony offered at the evidentiary hearing revealed that Carmichael’s
    legal team was, at best, dysfunctional. Wayne, as lead counsel, refused to take
    direction from James, and the lawyers did not communicate with each other.
    Chartoff described the team, under Wayne’s leadership, as a “disaster” and “a
    rudderless ship.” The evidence indicates Carmichael’s legal “team” was a team in
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    name only.
    Prior to trial, Carmichael testified that he asked Wayne to pursue settlement
    negotiations. Wayne agreed to do so when she arrived in Alabama for trial, but she
    remained in Colorado until the eve of trial. Carmichael claims he had difficulty
    getting in contact with her before she finally arrived in Alabama. There is no
    evidence that Wayne ever pursued a plea agreement.
    Assistant U.S. Attorney (“AUSA”) Stephen Feaga, who joined the
    government’s trial team some four to six weeks before the start of trial, testified on
    behalf of the government at the evidentiary hearing. At the start of Carmichael’s
    trial, it was Feaga’s understanding that some level of plea discussions had taken
    place, but were not fruitful. Specifically, Feaga believed the government had
    previously proposed that Carmichael receive a twenty-year sentence in exchange
    for agreeing to plead guilty, forfeiting the Carmichael Center, and providing
    substantial assistance to the government. Feaga was under the impression that the
    offer had been rejected by one of Carmichael’s lawyers—but he did not know
    which one. In their testimony, neither James nor Chartoff referenced such a
    proposal. On cross-examination, Feaga conceded he had no specific knowledge
    that an offer had actually been conveyed.
    Feaga further testified that he spoke with James about a potential plea
    agreement prior to trial. James confirmed this was a “Hail Mary” attempt to settle
    6
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    the case. While talking with Feaga, James suggested Carmichael would be willing
    to accept a five-year sentence. Feaga conveyed that proposal to his superiors, but it
    was immediately rejected. Rather, Feaga’s superiors authorized him to deliver a
    counter-proposal—if Carmichael entered a guilty plea, forfeited the Carmichael
    Center, and provided “super cooperation,” 4 he could receive a sentence as low as
    ten years. Alternatively, if Carmichael was unwilling or unable to provide “super
    cooperation,” the government would recommend a twenty-year maximum sentence
    if Carmichael merely provided the government with substantial assistance that was
    truthful. Consistent with these discussions, Feaga submitted an affidavit indicating
    the government was initially willing to enter into a plea agreement with a
    recommendation that the sentence not exceed twenty-years, but he later discussed
    with counsel that the agreement could provide for a sentence as low as ten years, if
    the level of cooperation Carmichael provided was extraordinary.
    At the hearing, James’s testimony was equivocal at best. Astonishingly, she
    had no specific recollection of relaying this information to Carmichael, and, after
    reviewing her notes, stated that she did not think she did so. James tried to justify
    this lapse by stating she believed Carmichael had initially been resistant to the idea
    of forfeiting the Carmichael Center, and therefore she “might have consciously just
    4
    Feaga testified that by “super cooperation” he actually meant the delivery of information
    and testimony that led to the successful prosecution of others.
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    kind of blown [that plea proposal] off.”
    Feaga had a starkly different account than James. He recalled James telling
    him that Carmichael rejected the proposal. Moreover, two other members of the
    U.S. Attorney’s Office similarly testified that they understood Carmichael had
    rejected the offer. At the evidentiary hearing, Carmichael testified that the offer
    was not relayed to him, and had he known about the ten-year “super cooperation”
    offer, he would have accepted it. But, apart from this conclusory claim, Carmichael
    gave no specific testimony about either his willingness or ability to testify, or to
    otherwise provide such high-level cooperation. Nor did he state that he would have
    accepted the alternative twenty-year offer.
    Carmichael also testified that it was his belief—based on a comment by trial
    counsel that he claims to have overheard—that the government made a plea offer
    during trial while the jury was deliberating. Carmichael stated that the next time he
    was informed of a plea proposal was on the day of the forfeiture hearing. He did
    not provide any more specifics than that.
    Carmichael testified that not one of his numerous attorneys informed him of
    his guideline range or the possibility that he could receive a sentence of life
    imprisonment without parole. Carmichael further testified that the first time he
    became aware he could be sentenced to more than twenty-years was when the
    presentence investigation report came out. Further, on cross-examination,
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    Carmichael admitted that when he appeared before a Magistrate Judge after his
    indictment, and on each superseding indictment, the Magistrate Judge informed
    him of the minimum and maximum penalties he faced if convicted. But, as his own
    counsel acknowledged at oral argument, Carmichael learned in a post-trial meeting
    with Feaga that he was looking at a significant sentence.
    Carmichael further testified that he was visited in jail by Feaga, after the trial
    that resulted in his conviction, but before his sentencing. According to Carmichael,
    Feaga wanted to discuss capping Carmichael’s total sentence at twenty years in
    exchange for his testimony against a co-conspirator. Although James set up the
    meeting at Feaga’s request, none of Carmichael’s attorneys were present. After
    Feaga discussed a possible deal with him, Carmichael told Feaga he would take his
    chances at appeal. Thereafter, Carmichael shopped the idea of an offer with three
    of his attorneys: James, Chartoff, and Jim Jenkins (his appellate attorney).
    Carmichael testified that both James and Jenkins advised him not to take a twenty-
    year deal. James told Carmichael he should decline the proposal because, in her
    opinion, Judge Thompson (the sentencing judge) was not likely to sentence him to
    more than twenty-years, in any event. Jenkins advised Carmichael to decline due to
    his age. However, Chartoff recommended pursuing a deal. After two months
    passed, Carmichael authorized Chartoff to find another lawyer to negotiate with
    Feaga, but by that time the proposal had been withdrawn.
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    Feaga also testified about his meeting with Carmichael after the trial.
    According to Feaga’s testimony, Carmichael wanted to discuss the possibility of a
    ten-year sentence, but at that point that deal was off the table. However, Feaga told
    Carmichael that capping his total sentence at twenty-years might still be possible,
    so long as he could provide adequate cooperation. Feaga also told Carmichael that
    while the ten-year proposal had been withdrawn, a ten-year deal was still
    conceivable, depending on the quality of the information he provided. Carmichael
    told Feaga he would take his chances on appeal.
    AUSA Morris and AUSA Franklin also testified at the hearing. Morris was
    involved in the pre-trial plea discussions that occurred between Feaga and James.
    Morris’s testimony confirmed that Carmichael’s attorney, James, ultimately did not
    accept the pre-trial deals offered by the government.
    Franklin testified that he supervised the government attorneys working on
    Carmichael’s prosecution. He recalled that the U.S. Attorney rejected James’s
    “Hail Mary” request for a five-year deal. Franklin also testified that the
    government could not make an official offer unless Carmichael was willing to
    meet with the prosecution and make a proffer. Once a proffer was made, the
    government would evaluate the information provided by Carmichael and be in a
    position to make a more formal offer. Franklin stated that Wesley Pitters, one of
    Carmichael’s friends and an attorney who briefly appeared in the case, told him
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    that Carmichael rejected the idea of making a proffer. Similarly, Feaga and
    Franklin both testified that Carmichael refused to proffer without a guaranteed
    sentence, both pre-trial and after his conviction.
    Carmichael maintained his innocence throughout trial and the post-
    conviction proceedings. However, on cross-examination, Carmichael testified that
    if he had known he was potentially facing a life sentence, he would have pleaded
    guilty in return for a ten-year sentence.
    C.     The District Court’s Findings and Conclusions
    After the evidentiary hearing, the district court denied Carmichael’s section
    2255 motion. The district court divided its analysis of Carmichael’s ineffective
    assistance of counsel claims into four parts: (1) counsels’ collective failure to
    explain to Carmichael the weight and extent of the government’s evidence prior to
    trial; (2) counsels’ failure to advise him, if convicted, about the applicable sentence
    he would face; (3) counsels’ failure to pursue plea negotiations; and (4) counsels’
    failure to convey plea offers from the government.
    First, as to the failure of counsel to explain the weight and extent of the
    government’s evidence prior to trial, the district court found this assertion was not
    supported by the hearing evidence. Specifically, the court noted that “James
    testified that she took it upon herself to search for information that could be used to
    impeach [g]overnment witnesses and that she frequently updated Carmichael on
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    her investigation and discussed with him what testimony the witnesses would
    likely give.” Although Carmichael claims he did not speak with James on a daily
    basis, he did not deny that she frequently updated him on the evidence against him.
    Similarly, Carmichael could not recount a specific instance in which he requested
    information regarding the government’s case and James did not respond to the
    request. The court also stated that “[a]ny notion that [Carmichael] was not aware of
    the situation is belied by his background and conduct . . . . [H]e hired a dozen
    lawyers to defend him and claims to have paid almost a million dollars in fees.
    Carmichael was consumed by this case; he understood that the maximum sentence
    if he were convicted was life.”
    Second, as to counsels’ failure to advise Carmichael of his sentencing
    exposure, the district court determined that counsel did not sufficiently discuss the
    topic with him. Specifically, the district court found not only that Carmichael was
    unfamiliar with the sentencing guidelines, but also that his counsel failed to advise
    him how the guidelines would apply in his case and what his likely guideline range
    would be. As the district court noted, “[e]ach time [he] was arraigned on the four
    consecutive indictments, the [M]agistrate [J]udge advised him of the applicable
    minimum and maximum sentences.” In particular, “Carmichael remembers that
    when he was arraigned for the crimes of conviction, the [M]agistrate [J]udge told
    him the charges carried a possible life sentence and a minimum sentence of ten
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    years.” However, the district court noted that “although the [M]agistrate [J]udge
    advised [Carmichael] that he could be sentenced from [ten-]years to life, he had no
    idea what his guideline score would be.” Astoundingly, the testimony of Chartoff
    and James corroborated Carmichael’s assertions. After hearing the evidence, the
    court concluded that counsels’ collective failure to discuss sentencing possibilities
    under the guidelines with Carmichael was deficient practice.
    Third, as to counsels’ failure to pursue plea negotiations, the court found that
    Wayne’s failure to broach the possibility of a plea agreement was deficient
    performance. 5 The court noted that “[o]nce Wayne took over as lead counsel,
    Carmichael asked her to settle the case. Wayne responded that she would pursue a
    settlement when she came to Montgomery, but she did not come until just before
    trial, and there is no evidence she ever pursued a plea agreement.” The court found
    that Wayne’s performance was deficient because she failed to attempt to negotiate
    a plea agreement despite Carmichael specifically directing her to do so.
    Finally, as to counsels’ failure to convey plea offers, the court concluded
    there was insufficient evidence presented to support a finding that any plea offer
    was made prior to Feaga joining the team. Similarly, the court found that there was
    5
    The district court further found that “[i]t is not clear [whether] Glassroth was deficient in
    suggesting to Carmichael that they wait until discovery was complete to pursue a plea offer. There
    may have been good reasons for waiting. It is impossible to know whether, once armed with
    discovery, Glassroth would have pursued plea negotiations, because he withdrew from the case
    and did not testify at the evidentiary hearing.”
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    insufficient evidence that a possible plea agreement was discussed during trial
    while the jury was deliberating. However, the court found that James’s pre-trial
    “Hail Mary,” which resulted in a counteroffer 6 from Feaga, obligated James to
    inform Carmichael of the discussions. The court found that James’s failure to
    communicate Feaga’s counteroffer constituted deficient performance.
    Importantly, in its analysis, the district court treated Feaga’s proposal as two
    separate offers: (1) a ten-year deal for “super cooperation;” and (2) a twenty-year
    deal for other useful information. 7 In regard to the first, ten-year deal, the court
    noted that it was unclear whether Carmichael could have provided the necessary
    extraordinary level of cooperation. As to the second, the twenty-year proposal, the
    court found that Carmichael failed to offer any evidence that he would have
    accepted that offer as presented. Although the district court found counsels’
    performance was deficient, it concluded that Carmichael was not entitled to relief
    6
    The district court found the counteroffer outlined two possibilities for Carmichael: “(1)
    a guilty plea to unspecified offenses, forfeiture of the Carmichael Center, and if Carmichael
    provided ‘super cooperation,’ the possibility of a sentence as low as ten years; or (2) a guilty plea
    to unspecified offenses, and with Carmichael’s acceptance of responsibility, a sentence not to
    exceed twenty years.”
    7
    At oral argument, Carmichael’s appointed counsel acknowledged that Feaga’s proposal,
    properly viewed, is a single offer that existed on a sliding scale, depending on his level of
    cooperation. That is, Carmichael’s counsel characterized the offer as one for a twenty-year
    recommendation with a chance to reduce the sentence down to ten years if Carmichael provided
    super cooperation. We think that is the correct characterization, but we do not believe the district
    court’s different, binary treatment of the proposal makes a material difference here. For ease of
    reference, we analyze the offer as the district court did: a proposal involving two separate offers,
    one contemplating a ten-year sentence if Carmichael provided super cooperation; and a second
    involving a twenty-year proposal if he only provided useful information.
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    under section 2255 because he could not show prejudice. Specifically, Carmichael
    failed to present evidence indicating that he would have accepted either of Feaga’s
    proposals.
    After the district court denied Carmichael’s section 2255 motion, he filed a
    timely pro se notice of appeal. At Carmichael’s request, a judge on this Court
    granted a certificate of appealability (“COA”) on the following issue:
    Whether the district court erred in denying Carmichael’s claim that he
    would have pleaded guilty if trial counsel had advised him of his likely
    sentencing exposure under the Sentencing guidelines, pursued the
    possibility of a plea deal earlier in the process, and advised him of the
    government’s informal plea offers.
    Appellate counsel was appointed to represent Carmichael on this appeal. 8
    II.    Standard of Review
    In an appeal from a section 2255 proceeding, we review legal conclusions de
    novo and factual findings for clear error. Devine v. United States, 
    520 F.3d 1286
    ,
    1287 (11th Cir. 2008) (per curiam). Ineffective assistance of counsel claims present
    some mixed questions of law and fact that we review de novo.
    Id. Pro se
    filings are generally held to a less stringent standard than those
    drafted by attorneys and are liberally construed. Tannenbaum v. United States, 
    148 F.3d 1262
    , 1263 (11th Cir. 1998).
    8
    Appointed counsel did not submit briefing for consideration by this Court. At oral
    argument, counsel affirmed his intent to rest on the briefing filed pro se by Carmichael.
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    III.   Analysis
    To prevail on his ineffective assistance of counsel claim, Carmichael must
    satisfy the familiar two-part test established in Strickland v. Washington, 
    466 U.S. 668
    , 687 (1984). See Rosin v. United States, 
    786 F.3d 873
    , 877 (11th Cir. 2015). A
    habeas petitioner claiming ineffective assistance of counsel must carry his burden
    on both Strickland prongs, and a court need not address both prongs if the
    petitioner has made an insufficient showing on one of those elements. Johnson v.
    Alabama, 
    256 F.3d 1156
    , 1176 (11th Cir. 2001).
    Under the first prong of Strickland, counsel’s performance is deficient if it
    falls below an objective standard of reasonableness and is “outside the wide range
    of professionally competent assistance.” Johnson v. Sec’y, DOC, 
    643 F.3d 907
    ,
    928 (11th Cir. 2011) (quoting 
    Strickland, 466 U.S. at 688
    , 690) (internal quotations
    omitted). Courts must indulge the “strong presumption” that counsel’s
    performance was reasonable. Jennings v. McDonough, 
    490 F.3d 1230
    , 1243 (11th
    Cir. 2007) (quoting 
    Strickland, 466 U.S. at 689
    ). As a result, a petitioner must
    show that “no competent counsel would have taken the action that his counsel did
    take.” Chandler v. United States, 
    218 F.3d 1305
    , 1315 (11th Cir. 2000) (en banc).
    Here, regarding the first Strickland prong, the parties do not dispute the
    district court’s finding that counsels’ performance was deficient due to their failure
    to: (1) communicate Carmichael’s potential total sentence and the application of
    16
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    the sentencing guidelines; (2) seek a negotiated plea (as Carmichael requested);
    and (3) relay to him the plea offers that Feaga and James discussed. This Court
    agrees.
    As for Strickland’s prejudice prong, Carmichael must show a reasonable
    probability that, but for counsels’ unprofessional errors, the result of the
    proceedings would have been different. Lafler v. Cooper, 
    566 U.S. 156
    , 163
    (2012). We have clarified that a “reasonable probability” is a “probability
    sufficient to undermine confidence in the outcome.” Osley v. United States, 
    751 F.3d 1214
    , 1222 (11th Cir. 2014).
    The Supreme Court has long recognized that Strickland’s two-part inquiry
    applies to ineffective assistance of counsel related to the plea process. See Hill v.
    Lockhart, 
    474 U.S. 52
    , 57 (1985). In Missouri v. Frye, 
    566 U.S. 134
    (2012), and
    Lafler, the Court clarified that the Sixth Amendment right to the effective
    assistance of counsel extends specifically “to the negotiation and consideration of
    plea offers that lapse or are rejected.” In re Perez, 
    682 F.3d 930
    , 932 (11th Cir.
    2012) (per curiam). In the plea-negotiation context, the prejudice requirement
    focuses on whether counsel’s unconstitutionally ineffective performance adversely
    affected the outcome of the plea process. 
    Hill, 474 U.S. at 59
    .
    Where a petitioner raises an ineffective assistance claim asserting that his
    counsel was deficient in plea discussions, to demonstrate prejudice he must show
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    that, but for the ineffective assistance of counsel, a reasonable probability existed
    that: (1) the plea offer would have been presented to the court (i.e. the defendant
    would have accepted the plea and the prosecution would not have withdrawn it in
    light of intervening circumstances); (2) the court would have accepted its terms;
    and (3) under the offer’s terms, the conviction or sentence, or both, would have
    been less severe than under the judgment and sentence that were, in fact, imposed.
    
    Lafler, 566 U.S. at 164
    ; see 
    Frye, 566 U.S. at 149-50
    (stating that a defendant
    whose counsel failed to communicate a plea offer to him must show not only “a
    reasonable probability that he would have accepted the lapsed plea but also a
    reasonable probability that the prosecution would have adhered to the agreement
    and that it would have been accepted by the trial court.”).
    Here, in applying Strickland’s second prong, the district court concluded that
    Carmichael failed to show he was prejudiced by his counsels’ failures. The second
    and third prejudice prongs are not at issue here. As the district court found in
    regard to prong two, there is no record evidence indicating that the offers would
    have been withdrawn prior to trial. In regard to prong three, the ten and twenty-
    year offers are clearly less severe than the forty-year total sentence actually
    received by Carmichael. Thus, the only issue before this Court is whether the
    district court erred in determining that the habeas hearing evidence did not
    establish Carmichael would have accepted either the ten-year or twenty-year plea
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    offers if counsel had performed reasonably.
    A.     The Ten-Year Proposal
    Under the offer made to his counsel, to earn a ten-year recommendation from
    the government, Carmichael would have had to enter a guilty plea to unspecified
    offenses, agree to forfeit the Carmichael Center, and provide “super cooperation.”
    Importantly, this ten-year super cooperation proposal would have required
    Carmichael to go above and beyond providing mere substantial assistance. That is,
    Feaga testified that super cooperation from Carmichael would entail more than just
    providing full details of his criminal activities (which he would have been required
    to provide in connection with either deal). Rather, super cooperation required
    Carmichael to give information and testimony that could lead to the indictment and
    prosecution of other people. To be clear, this proposal involved Carmichael working
    his sentence down to ten years. And, even if he had provided such high-value
    cooperation, ten years was not a guarantee.
    After conducting a full evidentiary hearing, the district court found that
    Carmichael “offered no evidence that he would have—or, even could have—given
    substantial assistance,” much less super cooperation. The court stated, “[w]ith so
    little information in the record, it is impossible to know whether Carmichael could
    have satisfied the [g]overnment’s requirements to file a motion under [section]
    5K1.1 of the United States Sentencing Guidelines for a downward departure from
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    the advisory guideline range.”
    In particular, the district court found as follows:
    But Carmichael did not show that he would have entered into a plea
    agreement with the Government based on Feaga’s proposals. The ten-
    year proposal called for Carmichael to provide substantial assistance—
    what Feaga referred to as “super cooperation.” Because of the
    informality of the relevant discussion between Feaga and James, it is
    not clear what the Government had in mind by “super cooperation.” In
    his testimony, Carmichael made fleeting reference to Franklin’s interest
    in prosecuting a police lieutenant, but this is the only evidence bearing
    on the performance expected of Carmichael in return for the
    Government taking action to reduce his sentence. With so little
    information in the record, it is impossible to know whether Carmichael
    could have satisfied the Government’s requirements to file a motion
    under § 5K1.1 of the United States Sentencing Guidelines for a
    downward departure from the advisory guideline range. Because the
    ability to seek a reduction of sentence under U.S.S.G. § 5K1.1 is solely
    within the discretion of the Government, perhaps Carmichael should be
    entitled to some latitude in showing that he would have accepted an
    offer including a substantial assistance requirement. But he offered no
    evidence that he would have—or, even could have—given substantial
    assistance. When Franklin broached the subject of a proffer,
    Carmichael refused to speak to the Government without a guarantee of
    a specific sentence.
    The district court honed in on the weaknesses in Carmichael’s prejudice assertion.
    First, the informality of the discussion between Feaga and James left it unclear
    exactly what the terms of the “offer” were, much less whether Carmichael was
    willing and able to satisfy those terms. In other words, it is not clear: (1) what
    extraordinary assistance Carmichael would have had to furnish in order to work his
    way down to a ten-year recommendation; (2) whether he was willing to supply that
    high level of cooperation; or (3) even, assuming his willingness, if he would have
    20
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    been able to do so. Indeed, Carmichael’s single, unspecific, fleeting reference to
    the government’s interest in a police lieutenant is the only evidence in the record
    regarding the performance expected of him in return for the government
    recommending a reduction in his sentence. Like the district court, we are left to
    speculate, at best, as to whether Carmichael could have provided super cooperation
    with respect to that police officer, and whether he would have been willing to do
    that.
    There are strong indications in the record that Carmichael was not so
    willing. For example, Carmichael’s assertion that he would have accepted a ten-
    year deal is undermined by his refusal to speak with the government when Franklin
    broached the subject of a proffer. Carmichael refused to provide a proffer unless he
    was guaranteed a particular sentence on the front end. His refusal to proffer
    (without a promise of a guaranteed sentence) after he was convicted contradicts his
    testimony that he would have accepted a ten-year deal (and, for that matter, the
    twenty-year deal) prior to trial. Further, his position ignores a stark reality in
    criminal litigation. The government does not guarantee a reduced sentence before
    it knows the extent of a defendant’s cooperation. That is simply not the way the
    process works. Osley v. United States, 
    751 F.3d 1214
    , 1223-24 (11th Cir. 2014)
    (finding that a petitioner’s “unwillingness to accept a plea that offered the prospect
    of spending fewer than five years in prison utterly undercuts his claim that he
    21
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    would have accepted a deal that involved a fifteen-year mandatory minimum,
    yielding a term of imprisonment at least three times as large.”).
    In Osley, we found that a defendant failed to establish prejudice despite his
    argument that he would have pleaded guilty if his attorney had correctly informed
    him of his sentencing exposure.
    Id. at 1221-23.
    Although we had “serious doubts”
    about Osley’s counsel’s performance, we concluded that he failed to establish a
    reasonable probability that he would have accepted a plea agreement had his
    counsel informed him of his sentencing exposure.
    Id. at 1223.
    Osley turned down a
    plea agreement that would have recommended a sentencing range of only 70 to 87
    months. He was told that he might serve less time with good behavior or a
    government motion to reduce the sentence.
    Id. at 1221-23.
    The district court found
    that Osley’s unwillingness to accept that offer “utterly undercut” his claim that he
    would have pleaded guilty if he had been aware of the fifteen-year mandatory
    minimum. We affirmed that finding.
    Id. at 1224.
    The same is true here. The record evidence strongly indicates that, even if
    his counsel had presented Carmichael with a plea offer and explained his
    sentencing exposure, he still would have chosen to take his chances at trial. See
    Id. at 1223-24.
    Again, Carmichael refused to accept Feaga’s offer to proffer for the
    chance of a reduced sentence, even after he had been tried and convicted by a jury.
    Similar to the situation presented in Osley, because Carmichael was unwilling to
    22
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    accept a plea deal after he was convicted, incarcerated, and awaiting his
    sentencing, he cannot show that he would have accepted essentially the same deal
    prior to his conviction.
    Carmichael’s position that he would not proffer unless and until he was
    promised a guaranteed sentence simply ignores the realisms of how pleas and
    cooperation work in the real world. Plea negotiations represent a critical stage of
    criminal proceedings. The vast majority of cases result in a plea, so pleas are “not
    some adjunct to the criminal justice system; [they are] the criminal justice system.”
    
    Frye, 566 U.S. at 143
    . And, at least in some cases, a cooperation provision is the
    cornerstone of the parties’ plea agreement. As with any other contract, the parties
    must reach a meeting of the minds on this material part of their agreement. The
    government does not offer a deal to a defendant based on some metaphysical,
    undefined agreement to cooperate.
    Before the government will commit to making a recommendation of a
    particular sentence, it must first understand what cooperation a defendant is willing
    and able to provide. For example, it must confirm that a defendant has assistance
    that he can provide that rises to a “substantial” level. See U.S. Sentencing
    Guidelines Manual § 5K1.1 (2018) (“Upon motion of the government stating that
    the defendant has provided substantial assistance in the investigation or
    prosecution of another person who has committed an offense the court may depart
    23
    Case: 17-13822      Date Filed: 07/22/2020      Page: 24 of 33
    from the guidelines.”). Eventually, if a § 5K1.1 motion is filed, the sentencing
    court will be called upon to assess whether a defendant has in fact provided
    substantial assistance. 9
    Id. The policy
    statement found at § 5K1.1 lists five factors
    the court may consider in determining the “appropriate reduction”: (1) “the
    significance and usefulness of the defendant’s assistance;” (2) “the truthfulness,
    completeness, and reliability of any information or testimony provided by the
    defendant;” (3) “the nature and extent of the defendant’s assistance;” (4) “any
    injury suffered [or risk thereof] . . . resulting from his assistance;” and (5) “the
    timeliness of the defendant’s assistance.”
    Id. So, the
    process begins with the
    government taking steps to determine whether to present a deal to a defendant.
    And, at least part of that calculus involves the government seeking to ensure that a
    defendant is actually willing and able to cooperate to a level that qualifies for a §
    5K1.1 departure.
    All of this demonstrates a fundamental truism: a defendant cannot just
    volunteer to cooperate. He must first (among other things) disclose to the
    prosecution what information he actually has. That disclosure is typically done in a
    proffer session. “The term ‘proffer session’ is generally applied to those interviews
    9
    To be clear, in Wade v. United States, the Supreme Court held that sentencing courts
    may make a substantial assistance departure only on a motion by the government and that courts
    may review the government’s refusal to bring a substantial assistance motion only if the
    government’s refusal is based on a constitutionally impermissible motive. 
    504 U.S. 181
    , 184-86
    (1992).
    24
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    in which a defendant submits to questioning by prosecutors in the hope of
    receiving a benefit from the government, such as a decision to offer a defendant a
    cooperation agreement . . . .” U.S. v. Chaparro, 
    181 F. Supp. 2d 323
    , 326 n.2
    (S.D.N.Y. 2002). Usually, before such a session even commences, a defendant will
    be required to sign a proffer agreement,10 in which he agrees to truthfully furnish
    the government with helpful information and answer its questions. The information
    provided by a defendant in a proffer session allows the government to make
    appropriate prosecutorial decisions, including whether to make a plea offer, and, if
    so, what offer to make. If a proffering defendant does not have useful information,
    or if the government concludes that he is unwilling or unable to provide truthful
    information, there will be no plea offer based upon cooperation. The point is as
    tautological as it is true: before a defendant proffers, the government cannot
    possibly determine whether it will offer a plea deal, much less what sentence it will
    recommend to the sentencing court based upon his cooperation.
    To be clear, the proffer session is a gateway into (not the capstone of) the
    parties’ cooperation discussions. At the end of the proffer session, the government
    may have a better idea about whether it will continue to explore a plea deal with a
    defendant. But, even at that point, it will not always know whether it will actually
    offer a plea deal and what the precise terms of any deal may be. Any § 5K1.1
    10
    See Kastigar v. United States, 
    406 U.S. 441
    (1972).
    25
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    motion for departure must be filed with the sentencing court and the government
    must be in a position to explain to the court the basis for the motion. A number of
    factors may inform the government’s judgment about whether to file a motion for a
    departure, including: What information has been provided and to whom does it
    relate? Is the cooperating defendant truthful? Is he credible? Does he appear to
    have a good memory? Can the information he has provided be authenticated? Is it
    actionable and useful? Does the defendant have personal knowledge about the
    information and is he otherwise competent to testify about it? Is the information
    outdated (i.e., is it stale; has it already been supplied to the government)? Does the
    information relate to an individual who committed a federal offense (and, if not, is
    the information of such value to justify a departure for cooperation related to a
    state offense)? Is the defendant willing to interact with the targets of an
    investigation (e.g., make calls, meet, or wear a wire)? Will the defendant actually
    be able to do what he has agreed to do? Will he truthfully testify at a hearing and at
    trial?11 So, even if Carmichael had been willing to proffer, and even if he had
    actually done so, there are a number of considerations that would affect whether he
    received a sentencing departure and the scope of any such departure.
    11
    In some cases, the parties or the government request a continuance of the sentencing
    hearing so that the defendant will have the opportunity to perform tasks like this in order to
    complete the process of cooperation.
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    A major takeaway from all of this is that even a basic understanding of the
    cooperation process makes clear that Carmichael cannot simply incant that he
    would have been willing to cooperate and enter a guilty plea in order to receive ten
    years. The reality is that, even if he had been willing to proffer (and, to be clear, he
    was unwilling to do so, absent a guarantee on the front end), there is nothing to
    suggest that his participation in a proffer session would have successfully
    convinced the government to offer him a particular cooperation deal.
    Carmichael’s position on this issue is a non-starter. He was unwilling to sit
    for a proffer (even after his conviction) unless he was guaranteed a specific
    sentence. It follows that he is in no position to say that he could have offered such
    substantial assistance—much less “super cooperation”—to qualify for a certain
    sentencing recommendation. On this record, Carmichael has fallen far short of
    showing a reasonable probability that, but for counsels’ unprofessional errors, he
    would have earned a ten-year deal.12
    12
    Further, Carmichael’s claim that he would have taken the ten-year deal (or, for that
    matter, the twenty-year deal) is partially undercut by his repeated claims of innocence. 
    Osley, 751 F.3d at 1224
    (noting that although a petitioner’s “denial of guilt surely is not dispositive on
    the question of whether he would have accepted the government’s plea offer, it is nonetheless a
    relevant consideration.”) (citations omitted). We understand that criminal defendants sometimes
    (if not often) claim innocence and at the same time wish to explore a plea deal. But,
    Carmichael’s repeated insistence that he was innocent certainly does not aid him in establishing a
    claim that he would have taken any deal offered by the government.
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    B.     The Twenty-Year Proposal
    The district court noted that “[r]egarding the [twenty]-year proposal,
    Carmichael’s failure to show prejudice is starker.” The twenty-year proposal
    contemplated that Carmichael would not have been required to provide super
    cooperation. Rather, he was merely required to provide substantial assistance, i.e.,
    “useful information.”
    Carmichael claims he would have accepted the twenty-year offer if he knew
    he was facing 360-months to life in prison. But, aside from his own conclusory
    statements and self-serving protestations at the evidentiary hearing, Carmichael did
    not offer any testimony or evidence indicating that he would have actually
    accepted an offer that required him to serve a twenty-year sentence. Again, there
    are strong indications in the record that he would not have.
    At the evidentiary hearing, Feaga testified that, even after Carmichael was
    found guilty and he (Feaga) apprised Carmichael of the serious sentence he was
    facing, Carmichael did not accept the twenty-year proposal when it was offered.
    Instead, Carmichael told Feaga that he would take his chances on appeal. After his
    meeting with Feaga, and while thinking about whether he should have accepted
    Feaga’s offer, Carmichael may have had second thoughts. He asked three of his
    attorneys whether he should have accepted the twenty-year proposal. James and
    Jenkins agreed with his decision to reject the proposal for varying reasons (his age
    28
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    and the view that Judge Thompson would not likely impose a sentence greater than
    twenty-years in any event).13 They confirmed Carmichael’s inclination, and what
    he actually told Feaga—that he should take his chances on appeal. Chartoff was
    the only lawyer to advise Carmichael to accept Feaga’s proposal. After hearing
    from his lawyers, Carmichael again (at least initially) stayed the course. He made
    no effort to accept or discuss the offer. Instead, he waited over two months, and
    then apparently had third thoughts. Only then did he ask Chartoff to help him hire
    yet another attorney to negotiate a deal with Feaga. By that time, though, it was too
    late: the twenty-year deal had been pulled off the table.
    Based on these facts, we are hard-pressed to conclude the district court erred
    in finding that Carmichael would not have taken a twenty-year deal before he was
    convicted, even if he had been fully informed about his potential guideline range.
    C.      Carmichael’s Belated Assertion of Post-Trial Ineffective Assistance
    To be clear, our inquiry today is limited to the issue of prejudice regarding
    Carmichael’s counsels’ pre-trial performance. The district court clearly found that
    counsels’ performance post-trial was not deficient, and thus, did not reach
    Strickland’s prejudice prong on this issue. Additionally, Carmichael did not raise
    13
    Carmichael’s counsel argues that James and Jenkins advised Carmichael to reject the
    plea deal and that their advice was constitutionally deficient. But we think a better interpretation
    of the record evidence is that Carmichael rejected the Feaga offer, and sought advice after the
    fact from his counsel about whether he had made the right decision.
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    this issue on appeal in his briefing. United States v. Wright, 
    607 F.3d 708
    , 713
    (11th Cir. 2010) (reiterating the long standing rule that “issues not raised in the
    initial appellate brief are deemed abandoned on appeal.”). Despite that failure, at
    oral argument Carmichael’s counsel pressed the claim that there was post-trial
    ineffective assistance. In response, the government made it clear it does not
    concede any such error and further pointed out that the record does not support it.
    We agree.
    The only ineffective assistance that Carmichael’s attorney contends occurred
    after the trial was Carmichael’s counsels’ advice to decline Feaga’s twenty-year
    offer.14 This offer occurred during a conversation between Carmichael and Feaga
    at the Elmore County Jail. During the conversation, Feaga suggested that, with
    cooperation, Carmichael might limit his sentence to twenty-years. When
    Carmichael asked his attorneys for advice, James and Jenkins advised Carmichael
    not to take the deal. The district court explicitly found that “[t]here is no evidence
    14
    For the sake of clarity, we note that there were two post-trial conversations regarding
    potential plea offers. The first conversation took place between Carmichael, James, Feaga, and
    Franklin on the Monday after the jury returned its verdict. At this meeting, Franklin suggested
    that the prosecution might work out a deal limiting Carmichael’s sentence to twenty-years, if
    Carmichael cooperated. But Carmichael demanded a guaranteed sentence before he cooperated
    with the government. Franklin explained to Carmichael, “that’s just not the way it works.” We
    think it is crystal clear that the district court found that Carmichael himself rejected the
    government’s offer to enter into an agreement that would limit his sentence to twenty-years. The
    district court did not find that Carmichael’s counsels’ performance, in this respect, was deficient
    in any way. The second conversation occurred when Carmichael met alone with Feaga at the
    Elmore County Jail and is detailed above. There, Carmichael told Feaga he would take his
    chances on appeal.
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    that the advice of James and Jenkins to reject the twenty-year post-verdict offer
    was objectively unreasonable.” Specifically, the district court found:
    James and Jenkins were wrong in their advice that the twenty-year offer
    was not in Carmichael’s best interest. But it is difficult to gainsay the
    advice. No evidence was presented establishing that counsel’s
    prediction of a sentence was unreasonable. Nor was there evidence why
    counsel believed Carmichael had a chance to prevail on appeal.
    We agree. For the reasons we have already discussed, Carmichael cannot
    show that any post-trial conduct of his lawyers was ineffective. Again,
    Feaga’s proposal was made directly to Carmichael; Carmichael required a
    commitment to a particular sentence before he would proffer; and absent
    that, Carmichael was willing to take his chances at sentencing. The fact that
    two of his three lawyers agreed with his decision does not render their
    advice unreasonable. So, even if Carmichael had preserved this argument in
    his briefing, it fails on the merits.
    D.     Carmichael’s Argument that the District Court Failed to Examine the
    Totality of Counsels’ Deficient Performance
    Finally, Carmichael argues that had the district court considered the totality
    of the circumstances, it would have found that his lawyers’ performance prejudiced
    him. In support, he notes that his counsel failed to notify him of plea discussions,
    never advised him of his guideline range, did not pursue plea negotiations prior to
    trial, and were woefully unprepared for trial. He contends that when each of these
    failures is combined with the fact that his lawyers did not inform him of the
    31
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    government’s ten/twenty-year proposal, the district court should have found there
    is a reasonable probability that he would have accepted the government’s offer.
    First, we are not convinced that the district court failed to consider each of these
    facts. Second, these were not the only facts before the district court when it made
    its findings, and those are not the only facts in the record before us.
    The district court also assessed, among other things: Carmichael’s repeated
    claims of innocence; Carmichael’s refusal to proffer without a promise of a
    guaranteed sentence; Carmichael’s failure to present evidence that he could have
    (or would have) provided super cooperation; and Carmichael’s failure to accept a
    twenty-year offer even after he was apprised of his sentencing exposure. Thus,
    while the district court did not expressly reference the phrase “totality of the
    circumstances,” we are confident that the court considered all of these
    circumstances, made the correct findings, 15 and reached the correct conclusion.
    IV.    Conclusion
    After careful review, we conclude the district court did not err in concluding
    that Carmichael has not shown he was prejudiced by his counsels’ failures.
    Because Carmichael has failed to establish that, but for counsels’ unprofessional
    errors, the result of his criminal proceedings would have been different, we affirm.
    15
    At oral argument, Carmichael’s counsel conceded that there is no claim in this case that
    any of the district court’s findings were clearly erroneous. See Fed. R. Civ. P. 52(a).
    32
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    AFFIRMED.
    33