1:19-cr-00167•USA v. Oliver
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IN THE UNITED STATES DISTRICT COURT FOR THE SOUTHERN DISTRICT OF ALABAMA SOUTHERN DIVISION MARQUIS KEWON OLIVER, * # 51815-509, * * Petitioner, * * CRIMINAL NO. 19-00167-TFM-B vs. * CIVIL ACTION NO. 25-00162-TFM-B * UNITED STATES OF AMERICA, * * Respondent. * REPORT AND RECOMMENDATION Pending before the Court is Petitioner Marquis Kewon Oliver’s motion under 28 U.S.C. § 2255 to vacate, set aside, or correct his sentence (Doc. 92). This matter has been referred to the undersigned Magistrate Judge for consideration and recommendation pursuant to 28 U.S.C. § 636(b)(1)(B), S.D. Ala. GenLR 72(a)(2)(R), and Rule 8(b) of the Rules Governing Section 2255 Proceedings.1 Having carefully reviewed the record, the undersigned finds that no evidentiary hearing is necessary for the disposition of this matter.2 Upon consideration, the undersigned hereby recommends 1 United States District Judge Terry F. Moorer presided over the proceedings in this matter. The undersigned has reviewed Petitioner Oliver’s motion and all other relevant documents in the Court’s file and has fully familiarized herself with the proceedings before Judge Moorer. 2 A district court is not required to hold an evidentiary hearing on patently frivolous claims, claims that are based upon unsupported generalizations, or claims that are affirmatively contradicted by the record. Holmes v. United States, 876 F.2d Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 1 of 43 PageID# <pageID>
2 that Petitioner Oliver’s § 2255 motion be DENIED, that this action be DISMISSED with prejudice, and that judgment be entered in favor of Respondent, the United States of America, and against Petitioner Oliver. The undersigned further recommends that in the event Petitioner Oliver requests a certificate of appealability and seeks to appeal in forma pauperis, said requests be DENIED. I. BACKGROUND Petitioner Marquis Kewon Oliver (“Oliver”) was charged by superseding information with conspiracy to possess with the intent to distribute more than 100 kilograms of marijuana in violation of 21 U.S.C. § 846. (Doc. 60). Oliver waived prosecution by indictment and agreed to plead guilty to the sole count of the superseding information. (Docs. 61, 62). As part of the plea agreement, the Government agreed to bring no additional charges related to the facts underlying the superseding information, to recommend a sentence at the low end of the advisory guideline range as determined by the district court, and to raise no objection to Oliver’s eligibility for safety valve relief. (Doc. 62 at 6-7). In return, Oliver, among other things, waived the right to challenge his guilty plea, conviction, or sentence in a direct appeal or collateral attack, except that Oliver reserved the right to timely file a direct appeal challenging any sentence imposed in 1545, 1553 (11th Cir. 1989). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 2 of 43 PageID# <pageID>
3 excess of the statutory maximum or constituting an upward departure or variance from the advisory guideline range, and to claim ineffective assistance of counsel in a direct appeal or § 2255 motion. (Id. at 11-12). At his change-of-plea hearing on November 10, 2021, Oliver was placed under oath and questioned by the district court as to the knowing and voluntary nature of his plea. (See Doc. 88). Oliver acknowledged that he had seen the superseding information and had an opportunity to discuss the superseding information and the case in general with his attorney. (Id. at 4). Oliver stated that he was fully satisfied with his attorney’s representation and advice. (Id.). He confirmed that he had reviewed the plea agreement with his attorney before signing it and understood the terms and conditions of the plea agreement. (Id. at 4-5). Oliver denied that anyone had forced, threatened, or made any promises or assurances to him beyond what was set out in the plea agreement in order to cause him to plead guilty. (Id. at 5-6). Oliver stated that he was pleading guilty of his own free will because he was in fact guilty. (Id. at 6). The district court informed Oliver of the potential penalties for the offense, and Oliver confirmed that he understood those penalties. (Id. at 6-7). Oliver acknowledged that he had discussed with his attorney how the sentencing guidelines might affect his case. (Id. at 7). Oliver confirmed that he understood Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 3 of 43 PageID# <pageID>
4 that the district court had the authority to impose a sentence more or less severe than that called for in the guidelines, that the sentence imposed might be different from any estimate his attorney or anyone else might have given him, and that no one could forecast with certainty the sentence he would ultimately receive at sentencing. (Id. at 7-10). Oliver also confirmed that he understood he was waiving the right to appeal or collaterally attack his conviction and sentence except in the limited circumstances listed in the plea agreement. (Id. at 10-11). Oliver acknowledged that by pleading guilty, he was waiving his right to a jury trial and the rights that go along with a trial. (Id. at 11-12). The district court informed Oliver of the elements of the offense to which he was pleading guilty, and Oliver confirmed that he understood those elements. (Id. at 12-13). Oliver also confirmed that he was knowingly waiving his right to prosecution by indictment. (Id. at 13-14). The district court then addressed Oliver’s alleged criminal conduct: THE COURT: . . . Mr. Oliver, before I may accept your plea of guilty to count one of the superseding information, I must ask you some questions to satisfy myself that you are, in fact, guilty. Mr. Oliver, are . . . you the Marquis Oliver listed in count one of the superseding information? THE DEFENDANT: Yes, sir. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 4 of 43 PageID# <pageID>
5 THE COURT: Mr. Oliver, between January the 1st of 2017 and February the 13th of 2019, were you in Evergreen, Alabama? THE DEFENDANT: Yes, sir. THE COURT: I take judicial notice that that is in the Souther[n] District of Alabama. During that time -- during those times and in that place, that is Evergreen, Alabama, did you and at least one other person enter into an arrangement wherein you and they would work together to possess and possess with the intent to distribute marijuana? THE DEFENDANT: Yes, sir. THE COURT: And do you understand that to possess marijuana with the intent to distribute means that your intention was to cause marijuana to be transferred from the possession of one person to the possession of someone else, whether or not any money would exchange hands or not? THE DEFENDANT: Yes, sir. THE COURT: And did you enter into this understanding knowingly and intentionally, that is not by way or mistake or accident but fully understanding what you were doing and intending to do so, that you joined in this plan to possess and possess with intent to distribute marijuana? THE DEFENDANT: Yes, sir. THE COURT: Are you satisfied with that factual basis -- oh, and was the plan to distribute more than 100 kilograms of marijuana? THE DEFENDANT: Yes, sir. THE COURT: Are you satisfied with that factual basis, Counselors? MS. CHAPPELEAR: Yes, Your Honor. MR. HICKMAN: Yes, Your Honor. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 5 of 43 PageID# <pageID>
6 (Id. at 14-16). Oliver entered a plea of guilty to the charge in count one of the superseding information, and the district court accepted Oliver’s plea and adjudged him guilty of that offense. (Id. at 16). Before Oliver’s sentencing, a probation officer prepared a presentence investigation report (“PSR”). (Doc. 64). The PSR classified Oliver as a career offender under U.S.S.G. § 4B1.1 because he was more than 18 years old at the time of the instant offense of conviction; the instant offense of conviction was a felony that was a controlled substance offense; and he had at least two prior felony convictions for either a crime of violence or a controlled substance offense.3 (Id. at 5). Oliver’s classification as a career offender resulted in an adjusted offense level of 34. (Id.). Oliver received a three-level reduction for acceptance of responsibility, resulting in a total offense level of 31. (Id. at 5). As a result of his designation as a career offender, the PSR assigned Oliver a criminal history category of VI. (Id. at 7). Based on a total offense level of 31 and a criminal history category of VI, the PSR calculated Oliver’s 3 The predicate offenses used for the career offender enhancement included a 2007 conviction for attempted assault in the first degree in the Conecuh County Circuit Court, and 2007 convictions for assault in the second degree in the Covington County Circuit Court. (See Doc. 64 at 6-7). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 6 of 43 PageID# <pageID>
7 guideline range as 188 to 235 months of imprisonment. (Id. at 11). Oliver’s defense attorney, Michael Hickman (“Hickman”), filed written objections to the PSR challenging the application of the guidelines career offender enhancement. (Doc. 66). In particular, Hickman challenged the PSR’s reliance on Oliver’s 2007 convictions for attempted assault in the first degree and assault in the second degree as predicate offenses for the career offender enhancement.4 4 Hickman objected to the PSR “to the extent that the Attempted Assault First Degree charge is used for Career Offender enhancement” because the “factual submission contained at Paragraph 27 [of the PSR] arguably demonstrates a reckless act that would not qualify as a crime of violence under the Sentencing Guidelines.” (Doc. 66 at 1). Hickman objected to the PSR “to the extent that the Assault Second Degree charges are being used for Career Offender enhancement” for the following reasons: First, AlaCourt contains no indictment regarding the Assault Second charges or any other document showing exactly what Defendant was charged with or pleaded guilty to or the sentence given the Defendant. Instead, the Consolidated Case Action Summary Sheet entries state that Defendant pleaded guiltily to the offenses and received the sentence listed in the [PSR]. Second, the factual allegations contained in the [PSR] state that the assault charges arose from alleged assaults on police officers. Under Alabama law, what amounts to a resisting arrest misdemeanor can be charged as an Assault Second Degree based upon the fact that a slight degree of force was used against a police officer. Furthermore, conduct that would constitute an Assault Third Degree misdemeanor can be charged as an Assault Second because the person assaulted was a police officer, school employee, nurse, firefighter, or utility employee. The undersigned submits that conduct that Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 7 of 43 PageID# <pageID>
8 (See id.). In an addendum to the PSR, the probation officer responded to Oliver’s objections to the PSR and stated that the final PSR remained unchanged. (Doc. 68; see also Doc. 67). In a sentencing memorandum filed shortly thereafter, Hickman expanded upon his arguments that the career offender enhancement did not apply because Oliver’s prior felony convictions for attempted assault in the first degree and assault in the second degree did not qualify as crimes of violence under the career offender provision of the guidelines. (Doc. 71). At Oliver’s sentencing hearing on February 10, 2022, Hickman reiterated the objections to the PSR previously asserted in Oliver’s sentencing position pleading and sentencing memorandum. (Doc. 89 at 3-4, 9-10). The district court stated: “I have read your sentencing memorandum and I read the government’s response to the sentencing memorandum and I also read the probation officer’s response to the objections that were filed by the defendant and conclude that the government position and the position of the probation officer . . . are correct.” (Id. at 3). Thus, the district court overruled Oliver’s objections and adopted the PSR “with the specific findings that the total offense level is 31, could or should have been charged as a misdemeanor offense should not be used as a Career Offender Enhancement simply because the person assaulted was a police officer. (Id. at 2). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 8 of 43 PageID# <pageID>
9 the criminal history category is VI, the guidelines range is 188 to 235 months, the supervised release term is four to five years, the fine range is $30,000 to $5 million, and a special assessment fee in the amount of $100 is due.” (Id. at 3-4). Pursuant to the Government’s recommendation of a sentence at the low end of the guidelines, the district court sentenced Oliver to 188 months of imprisonment. (Doc. 76 at 2; Doc. 77 at 4; Doc. 89 at 7-10). On February 14, 2022, Hickman filed a notice of appeal on Oliver’s behalf and moved to withdraw as counsel for Oliver. (Docs. 78, 79). On February 24, 2022, the district court granted Hickman’s motion to withdraw and appointed attorney Domingo Soto (“Soto”) to represent Oliver on direct appeal. (Doc. 84). Soto initially filed an Anders brief5 and moved to withdraw from further representation of Oliver. (Doc. 90 at 2). However, the Eleventh Circuit Court of Appeals denied Soto’s motion without prejudice because his brief omitted three issues: (1) whether the United States breached the plea agreement by objecting to Oliver’s eligibility for safety valve relief; (2) whether Oliver was 5 An Anders brief is filed by a defense attorney who seeks to withdraw from a case on appeal based on a belief that there are no meritorious issues to raise on appeal. See Anders v. California, 386 U.S. 738, 744 (1967) (“[I]f counsel finds [the defendant’s] case to be wholly frivolous, after a conscientious examination of it, he should so advise the court and request permission to withdraw. That request must, however, be accompanied by a brief referring to anything in the record that might arguably support the appeal.”). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 9 of 43 PageID# <pageID>
10 eligible for safety valve relief or whether his appeal should be held in abeyance pending the Eleventh Circuit’s en banc rehearing of United States v. Garcon, 997 F.3d 1301 (11th Cir. 2021); and (3) whether Oliver’s prior convictions qualified as crimes of violence for the guidelines career offender enhancement. (Id.). In response, Soto filed a brief addressing the merits of the identified issues. (Id.). On March 14, 2024, the Eleventh Circuit issued an opinion affirming Oliver’s conviction and sentence. (Id. at 2-4). Oliver did not petition the United States Supreme Court for a writ of certiorari. (See Doc. 92 at 3). On April 10, 2025,6 Oliver, proceeding without an attorney, filed the instant § 2255 motion, which is accompanied by a supporting memorandum and a declaration from Oliver. (Docs. 92, 96-1). The United States filed a response in opposition to Oliver’s motion. (Doc. 97). Oliver filed a reply. (Doc. 99). Thus, Oliver’s § 2255 motion has been fully briefed and is ripe for resolution. 6 Under the mailbox rule, “a pro se prisoner’s motion to vacate is deemed filed the date it is delivered to prison authorities for mailing.” Adams v. United States, 173 F.3d 1339, 1341 (11th Cir. 1999) (per curiam). Absent evidence to the contrary, that date is presumed to be the date the prisoner signed the motion. Washington v. United States, 243 F.3d 1299, 1301 (11th Cir. 2001) (per curiam). Oliver’s § 2255 motion states that it was signed and placed in the prison mailing system on April 10, 2025. (See Doc. 92 at 13, 39). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 10 of 43 PageID# <pageID>
11 II. HABEAS STANDARD The limited scope of habeas relief is well established, as this Court has recognized: Collateral relief is an extraordinary remedy which “may not do service for a[ ] [direct] appeal.” United States v. Frady, 456 U.S. 152, 165, 102 S. Ct. 1584, 71 L. Ed. 2d 816 (1982); see also Lynn v. United States, 365 F.3d 1225, 1232 (11th Cir. 2004) (“Courts have long and consistently affirmed that a collateral challenge, such as a § 2255 motion, may not be a surrogate for a direct appeal.”). A defendant who has waived or exhausted his right to appeal is presumed to stand “fairly and finally convicted.” Frady, 456 U.S. at 164. Unless a claim alleges a lack of jurisdiction or constitutional error, the scope of collateral attack has remained extremely limited. United States v. Addonizio, 442 U.S. 178, 185, 99 S. Ct. 2235, 60 L. Ed. 2d 805 (1979). Consequently, “[i]f issues are raised and considered on direct appeal, a defendant is thereafter precluded from urging the same issues in a later collateral attack. . . . A defendant is, of course, entitled to a hearing of his claims, but not to duplicate hearings. The appellate process does not permit reruns.” Moore v. United States, 598 F.2d 439, 441 (5th Cir. 1979). United States v. Evans, 2008 U.S. Dist. LEXIS 59836, at *8-9, 2008 WL 3200694, at *3 (S.D. Ala. Aug. 6, 2008). III. DISCUSSION7 A. Ineffective Assistance of Counsel in Plea Proceedings. In ground one of his § 2255 motion, Oliver claims that his guilty plea was not knowingly, intelligently, and voluntarily entered as a result of ineffective assistance of counsel. (Doc. 7 For the sake of organization, the Court is considering Oliver’s grounds for relief in an order different from that in which they were raised. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 11 of 43 PageID# <pageID>
12 92 at 5). Oliver asserts that he decided to plead guilty pursuant to a plea agreement only because Hickman incorrectly advised him that he was not subject to being sentenced as a career offender and would limit his sentencing exposure to less than five years of imprisonment by pleading guilty. (Id. at 15). Oliver contends that he would not have entered a guilty plea and would have instead proceeded to trial had his counsel correctly advised him. (Id.). To prevail on a claim of ineffective assistance of counsel, Oliver must demonstrate both that (1) counsel’s performance was deficient because it fell below an objective standard of reasonableness, and (2) that counsel’s poor performance prejudiced his defense because there is a reasonable probability that, but for counsel’s errors, the result of the proceeding would have been different. Strickland v. Washington, 466 U.S. 668, 687-88, 694 (1984). Oliver bears the burden of proving his ineffective assistance claims, and he must meet his burden on both prongs to succeed. Williams v. Allen, 598 F.3d 778, 789 (11th Cir. 2010). A court “need not address the performance prong if the defendant cannot meet the prejudice prong, or vice versa.” Holladay v. Haley, 209 F.3d 1243, 1248 (11th Cir. 2000) (internal citation omitted). The proper measure of attorney performance is whether counsel’s performance was objectively reasonable under prevailing professional norms considering all the circumstances. Hinton v. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 12 of 43 PageID# <pageID>
13 Alabama, 571 U.S. 263, 273 (2014) (per curiam). This judicial scrutiny is highly deferential, and courts adhere to a strong presumption that counsel’s conduct falls within the wide range of reasonable professional assistance. Strickland, 466 U.S. at 689- 90. To be objectively unreasonable, the performance must be such that no competent counsel would have taken the action. Rose v. McNeil, 634 F.3d 1224, 1241 (11th Cir. 2011); Hall v. Thomas, 611 F.3d 1259, 1290 (11th Cir. 2010). To establish prejudice, Oliver “must show that there is a reasonable probability that, but for counsel’s unprofessional errors, the result of the proceeding would have been different.” Strickland, 466 U.S. at 694. “A reasonable probability is a probability sufficient to undermine confidence in the outcome.” Id. To show prejudice in the context of an ineffective assistance claim arising out of the plea process, Oliver “must show that there is a reasonable probability that, but for counsel’s errors, he would not have pleaded guilty and would have insisted on going to trial.” Hill v. Lockhart, 474 U.S. 52, 59 (1985). Oliver must “convince the court that a decision to reject the plea bargain would have been rational under the circumstances.” Padilla v. Kentucky, 559 U.S. 356, 372 (2010). To be knowing and voluntary, “(1) the guilty plea must be free from coercion; (2) the defendant must understand the nature of the charges; and (3) the defendant must know and understand the Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 13 of 43 PageID# <pageID>
14 consequences of his guilty plea.” United States v. Mosley, 173 F.3d 1318, 1322 (11th Cir. 1999) (quotations omitted). When accepting a guilty plea, a district court must ensure that these three “core concerns” of Federal Rule of Criminal Procedure 11 have been met. United States v. Lejarde-Rada, 319 F.3d 1288, 1289 (11th Cir. 2003) (per curiam). Additionally, “when a defendant makes statements under oath at a plea colloquy, he bears a heavy burden to show his statements were false.” United States v. Rogers, 848 F.2d 166, 168 (11th Cir. 1988) (per curiam). As the Supreme Court has made clear: [T]he representations of the defendant, his lawyer, and the prosecutor at [a plea] hearing, as well as any findings made by the judge accepting the plea, constitute a formidable barrier in any subsequent collateral proceedings. Solemn declarations in open court carry a strong presumption of verity. The subsequent presentation of conclusory allegations unsupported by specifics is subject to summary dismissal, as are contentions that in the face of the record are wholly incredible. Blackledge v. Allison, 431 U.S. 63, 73–74 (1977). In this case, the record reflects that Oliver voluntarily pleaded guilty to the offense charged in the superseding information with full knowledge of the nature of the charge against him and the potential consequences of his plea. Oliver’s plea agreement specifically informed him that he was waiving certain rights by pleading guilty, including the right to a trial by an impartial jury, the right to confront and cross-examine witnesses, Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 14 of 43 PageID# <pageID>
15 and the right to call witnesses and present other evidence in his defense. (Doc. 62 at 1). The plea agreement further informed Oliver that the district court could impose a minimum mandatory prison term of five years to a maximum of forty years of imprisonment for his offense. (Id. at 4). The plea agreement emphasized: The Court will impose the sentence in this case. The United States Sentencing Guidelines are advisory and do not bind the Court. The defendant has reviewed the application of the Guidelines with his attorney and understands that no one can predict with certainty what the sentencing range will be in this case until after a pre-sentence investigation has been completed and the Court has ruled on the results of that investigation. The defendant understands that at sentencing, the Court may not necessarily sentence the defendant in accordance with the Guidelines. The defendant understands that he will not be allowed to withdraw his guilty plea if the advisory guideline range is higher than expected, or if the Court departs or varies from the advisory guideline range. (Id.). It further stressed “that this Plea Agreement does not create any right to be sentenced in accordance with the Sentencing Guidelines, or below or within or particular guideline range,” and “that determination of the sentencing range or guideline level, or the actual sentence imposed, is solely the discretion of the Court.” (Id. at 5). Oliver signed the plea agreement immediately below a paragraph stating that he had “read” and “carefully reviewed every part” of the plea agreement with his attorney, and that he understood the plea agreement and voluntarily agreed to it. (Id. at 14). Oliver also stipulated that the factual resume Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 15 of 43 PageID# <pageID>
16 was “true and accurate in every respect, and that had the matter proceeded to trial, the United States could have proved the same beyond a reasonable doubt.” (Id. at 14-17). At his change-of-plea hearing, Oliver acknowledged under oath that he had reviewed the plea agreement with his attorney before he signed it and understood the terms of the plea agreement. (Doc. 88 at 4-5). He confirmed that no one had attempted to force or threaten him to plead guilty, nor had anyone “made any promises or assurances of any kind” to him beyond what was set out in the plea agreement to cause him to enter a guilty plea. (Id. at 5-6). Oliver confirmed that he understood the potential penalties for the offense, including “a term of imprisonment of not less than five years” and “no more than 40 years.” (Id. at 6-7). Oliver also confirmed that he had discussed with his attorney how the sentencing guidelines might apply to his case. (Id. at 7). Oliver acknowledged that because the guidelines had yet to be calculated and ruled on in his case, his sentence could be different from any estimate his lawyer may have given him. (Id. at 7-8). Oliver further acknowledged that because the district court had the authority to impose a sentence more or less severe than that called for in the guidelines, his sentence “may be different than the guidelines range or any estimate [his] lawyer may have given [him].” (Id. at 8-9). Oliver confirmed that he understood that no one could currently “tell [him] what the sentence will be at Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 16 of 43 PageID# <pageID>
17 sentencing and that the sentence could be the maximum, . . . or it may be something less than the maximum, and no one [could] tell [him] where along that line [his] case [would] fall as far as what sentence he receive[d].” (Id. at 9-10). Oliver also confirmed that he understood the limited appeal and collateral attack waiver in his plea agreement. (Id. at 10-11). Finally, Oliver confirmed that he understood the elements of the offense to which he was pleading guilty, and he admitted to the factual basis for the charge. (Id. at 12-15). Oliver has not met his “heavy burden to show that his statements under oath were false.” See Patel v. United States, 252 F. App’x 970, 975 (11th Cir. 2007) (per curiam).8 As reflected above, the district court addressed Rule 11’s core concerns during the guilty plea colloquy and ensured that Oliver was entering his plea free from coercion and with understanding of the nature of the charge against him and the consequences of his plea. Oliver cannot show ineffective assistance based on his counsel’s alleged “misrepresentation of the likely sentencing consequences of pleading guilty” because the plea agreement and 8 Federal Appendix cases are unpublished Eleventh Circuit opinions and are not considered binding precedent, but they may be cited as persuasive authority. See 11th Cir. R. 36-2 (“Unpublished opinions are not considered binding precedent, but they may be cited as persuasive authority.”); Henry v. Comm’r of Soc. Sec., 802 F.3d 1264, 1267 n.1 (11th Cir. 2015) (per curiam) (“Cases printed in the Federal Appendix are cited as persuasive authority.”). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 17 of 43 PageID# <pageID>
18 properly conducted guilty plea colloquy dispelled any prejudice allegedly created by counsel’s erroneous sentence predictions. As noted, Oliver asserts that his attorney told him that if he pleaded guilty to the marijuana conspiracy count, he would not be sentenced as a career offender and would receive less than five years of imprisonment. (Doc. 92 at 21). However, the penalty page of the superseding information, which Oliver read and discussed with his attorney, clearly indicated that the sentencing range was five to forty years of imprisonment. (See Doc. 60-1; Doc. 88 at 4). Likewise, the plea agreement, which Oliver “read” and “carefully reviewed” with his attorney, expressly stated that Oliver’s offense carried “[f]ive (5) years minimum mandatory to forty (40) years imprisonment.” (See Doc. 62 at 4, 14; Doc. 88 at 4-5). The plea agreement also stated that “no one can predict with certainty what the sentencing range will be in this case until after the pre-sentence investigation has been completed and the Court has ruled on the results of that investigation;” that “the Court may not necessarily sentence the defendant in accordance with the Guidelines;” and “that determination of the sentencing range or guideline level, or the actual sentence imposed, is solely the discretion of the Court.” (Id. at 4-5). During his plea colloquy, Oliver confirmed that he understood he could receive “a term of imprisonment of not less than five years, no more than 40 years” for his crime if he entered a guilty Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 18 of 43 PageID# <pageID>
19 plea. (Doc. 88 at 6). Oliver stated under oath that no one had attempted to force or threaten him to cause him to plead guilty, and he expressly denied that, beyond his plea agreement, “anyone made any promises or assurances of any kind to get [him] to enter a plea of guilty.” (Id. at 5-6). Oliver acknowledged that the district court could impose a sentence more or less severe than called for by the guidelines, and that his ultimate sentence could differ from his counsel’s estimate. (Id. at 7-10). Thus, even accepting arguendo Oliver’s assertion that his attorney underestimated his likely sentence and wrongly assured him that he would not be sentenced as a career offender, Oliver cannot establish that counsel’s performance was constitutionally ineffective because the plea agreement and guilty plea colloquy cured any prejudice allegedly created by counsel’s erroneous predictions. See, e.g., United States v. Himick, 139 F. App’x 227, 228-29 (11th Cir. 2005) (stating that “a defendant’s reliance on an attorney’s mistaken impression about the length of his sentence is insufficient to render a plea involuntary as long as the court informed the defendant of his maximum possible sentence”); Wilborn v. United States, 2014 WL 3385307, at *8 (N.D. Ala. July 10, 2014) ([“W]here, as here, a court correctly advises a defendant at the plea colloquy about his potential sentence, including its possible maximum and minimum, a defendant generally cannot establish prejudice on an effective-assistance claim based Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 19 of 43 PageID# <pageID>
20 on an erroneous sentence prediction.”); United States v. Herrington, 350 F. App’x 363, 369 (11th Cir. 2009) (per curiam) (holding that petitioner failed to show that his plea was not entered knowingly and voluntarily because although counsel had not told petitioner he could be subject to the career offender enhancement, the court informed petitioner that any sentencing estimates made by counsel were not binding on the court and informed him of the maximum possible penalties he faced); Amoo v. United States, 2009 U.S. Dist. LEXIS 153185, at *8-9, 2009 WL 10705620, at *3 (N.D. Ga. May 7, 2009) (holding that petitioner could not show prejudice based on his counsel’s erroneous prediction that he would receive a safety valve reduction and downward departure and would not receive firearm and money laundering enhancements, because petitioner knew the possible maximum sentence he faced, understood that his ultimate sentence could differ from his counsel’s estimate, understood that the court was not bound by the parties’ agreements and recommendations, and received a sentence well below the possible maximum sentence). Indeed, it is clear from the record that Oliver chose to plead guilty with full knowledge of the potential penalties that could be imposed and complete awareness that his guidelines and ultimate sentence could differ from any estimate given to him by his counsel. Thus, the record affirmatively contradicts Oliver’s Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 20 of 43 PageID# <pageID>
21 assertion that he would not have entered a guilty plea absent the allegedly incorrect advice of his attorney. Nor has Oliver offered anything to convince this Court “that a decision to reject the plea bargain would have been rational under the circumstances.” See Padilla, 559 U.S. at 372. It is notable that Oliver does not deny the essential facts establishing his guilt or suggest that he had any viable defenses at trial or any reasonable prospect of acquittal. See, e.g., Finley-Sanders v. United States, 2022 U.S. Dist. LEXIS 102761, at *27-28, 2022 WL 2783842, at *9 (N.D. Ga. Mar. 23, 2022) (“[E]ven if Movant had established that counsel was deficient, she cannot show that it would have been rational for her to reject the plea. First, the evidence against Movant was overwhelming, and Movant does not attempt to, nor could she, show that she had any viable defense to counter that overwhelming evidence at trial.”), report and recommendation adopted, 2022 U.S. Dist. LEXIS 102683, 2022 WL 2063729 (N.D. Ga. June 8, 2022). Moreover, Oliver accepted an advantageous plea agreement and faced a much lengthier prison sentence had he been convicted after a trial. His offense carried a maximum prison term of forty years. As a result of his plea agreement, Oliver received a three-point offense-level reduction for acceptance of responsibility and a recommendation that he be Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 21 of 43 PageID# <pageID>
22 sentenced at the low end of the advisory guideline range.9 At sentencing, the district court specifically stated that “had the government not made a recommendation as it did [pursuant to the plea agreement] for the sentence that I did impose, I would have given him a much harsher sentence than that.” (Doc. 89 at 10). In sum, Oliver’s claim of ineffective assistance based on his counsel’s allegedly incorrect sentence predictions fails, since the record unambiguously reflects that Oliver’s guilty plea was knowing and voluntary despite the alleged misadvice of his counsel. Accordingly, Oliver is entitled to no relief with respect to this claim. B. Ineffective Assistance of Counsel at Sentencing. Oliver further claims that Hickman was ineffective for failing to adequately challenge his classification as a career offender under the sentencing guidelines. (Doc. 92 at 7, 32-33). Specifically, Oliver contends that Hickman rendered ineffective assistance by failing to argue that Oliver’s instant offense of conviction for conspiracy to possess with the intent to distribute marijuana in violation of 21 U.S.C. § 846 was not a “controlled substance offense” as defined in U.S.S.G. § 4B1.2(b) and therefore 9 After receiving credit for acceptance of responsibility, Oliver’s guideline imprisonment range was 188 to 235 months. Had Oliver foregone credit for acceptance of responsibility and been found guilty after a trial, his guideline imprisonment range would have been 262 to 327 months. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 22 of 43 PageID# <pageID>
23 did not satisfy the second prong of the career offender enhancement under U.S.S.G. § 4B1.1. (Id. at 28-29, 32-33). A defendant is subject to a sentencing enhancement as a career offender under the guidelines “if: (1) he was at least 18 years old at the time he committed the instant offense of conviction; (2) the instant offense of conviction is a felony that is either a ‘crime of violence’ or a ‘controlled substance offense’; and (3) he has at least two prior felony convictions for either a ‘crime of violence’ or a ‘controlled substance offense.’” United States v. Howard, 767 F. App’x 779, 784 (11th Cir. 2019) (per curiam) (citing U.S.S.G. § 4B1.1(a)). The guidelines define a “controlled substance offense” as “an offense under federal or state law, punishable by imprisonment for a term exceeding one year, that prohibits the manufacture, import, export, distribution, or dispensing of a controlled substance . . . or the possession of a controlled substance . . . with intent to manufacture, import, export, distribute, or dispense.” U.S.S.G. § 4B1.2(b). At the time of Oliver’s sentencing in this case, the commentary in Application Note 1 to § 4B1.2 stated that the term “controlled substance offense” includes “the offenses of aiding and abetting, conspiring, and attempting to commit such offenses.” Id. at § 4B1.2, cmt. n.1. Binding Eleventh Circuit precedent at the time of Oliver’s sentencing considered this commentary to be a “binding interpretation” of the term “controlled substance Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 23 of 43 PageID# <pageID>
24 offense” and interpreted § 4B1.2(b) in light of the commentary. See United States v. Lange, 862 F.3d 1290, 1294 (11th Cir. 2017); United States v. Smith, 54 F.3d 690, 693 (11th Cir. 1995). And United States v. Weir, 51 F.3d 1031 (11th Cir. 1995), which was also binding precedent at the time of Oliver’s sentencing, specifically held that a conviction for conspiracy to possess with intent to distribute marijuana under 21 U.S.C. § 846 constituted a “controlled substance offense” for purposes of the career offender enhancement. Id. at 1031. However, on January 18, 2023, the en banc Eleventh Circuit determined that Smith and Lange were “wrong” to interpret § 4B1.2(b) in light of the commentary. United States v. Dupree, 57 F.4th 1269, 1279 (11th Cir. 2023) (en banc). The Eleventh Circuit found that “the text of § 4B1.2(b) unambiguously exclude[d] inchoate crimes” from the definition of a controlled substance offense, and thus there was “no need to consider, much less defer to, the commentary in Application Note 1.” Id. Based on its holding “that the definition of ‘controlled substance offense’ in § 4B1.2(b) [did] not include inchoate offenses” such as conspiracy, the Eleventh Circuit found that a previous conviction for conspiracy to possess with intent to distribute controlled substances in violation of 21 U.S.C. § 846 was not a controlled Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 24 of 43 PageID# <pageID>
25 substance offense within the meaning of the career offender enhancement. Id. at 1271, 1280.10 Based on the holding in Dupree, Oliver argues that his instant offense of conviction for conspiracy to possess with the intent to distribute marijuana in violation of 21 U.S.C. § 846 was not a “controlled substance offense” as defined in § 4B1.2(b). (Doc. 92 at 29). Thus, Oliver contends that he “is not and never has been a career offender under the guidelines.” (Id.); see U.S.S.G. § 4B1.1(a) (“A defendant is a career offender if (1) the defendant was at least eighteen years old at the time the defendant committed the instant offense of conviction; (2) the instant offense of conviction is a felony that is either a crime of violence or a controlled substance offense; and (3) the defendant has at least two prior felony convictions of either a crime of violence or a controlled substance offense.”) (emphasis added). The Government argues that “Dupree is irrelevant” because “Oliver’s drug distribution conspiracy conviction was not the 10 The undersigned notes that “effective on November 1, 2023, the Sentencing Guideline was amended to include inchoate offenses into the definition of ‘crimes of violence’ and ‘controlled substance offense[,]’ shifting the definition from the commentary to the Sentencing Guidelines. The Sentencing Guidelines now provide that ‘[t]he terms “crime of violence” and “controlled substance offense” include the offenses of aiding and abetting, attempting to commit, or conspiring to commit any such offense’ for purpose of a career offender enhancement. U.S.S.G. § 4B1.2.” United States v. Willis, 2024 U.S. Dist. LEXIS 188050, at *29, 2024 WL 4502299, at *11 (S.D. Fla. Oct. 16, 2024). Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 25 of 43 PageID# <pageID>
26 basis for this Court’s finding that Oliver was a career offender.” (Doc. 97 at 23, 27). Instead, the Government maintains that “the Court’s determination that Oliver was a career offender was based on Oliver’s prior Alabama convictions for attempted assault and assault, which qualified as crimes of violence.” (Id. at 23). But the Government’s argument misses the point. Oliver is not presently disputing that he met the third prong of the career offender enhancement because had at least two prior felony convictions for crimes of violence. Rather, Oliver contends that he did not satisfy the second career offender prong because Dupree clarified that his instant offense of conviction was not a controlled substance offense as defined in § 4B1.2(b). See United States v. Dawson, 32 F.4th 254, 265 (3d Cir. 2022) (noting that “the same definition of ‘controlled substance offense’ applies to both § 4B1.1(a)(2) and § 4B1.1(a)(3)”); United States v. Bautista- Villarreal, 2023 U.S. App. LEXIS 17043, at *5-6, 2023 WL 4363995, at *2 (11th Cir. July 6, 2023) (per curiam) (holding that the “district court plainly erred under now-controlling precedent, Dupree, by applying a career-offender enhancement based partly on [appellant’s] instant conviction for conspiracy to possess with intent to distribute a controlled substance under § 846”) (emphasis added). However, Oliver cannot show that Hickman rendered constitutionally deficient performance by failing to object to the Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 26 of 43 PageID# <pageID>
27 classification of his instant offense of conviction as a controlled substance offense as defined in § 4B1.2(b). As noted supra, binding precedent at the time of Oliver’s sentencing proceedings held that a conviction for conspiracy to possess with the intent to distribute marijuana under 21 U.S.C. § 846 qualified as a controlled substance offense for purposes of the career offender enhancement. See Weir, 51 F.3d at 1031, overruled by Dupree, 57 F.4th at 1279 n.9; see also United States v. Dupree, 849 F. App’x 911, 912 (11th Cir. 2021) (per curiam) (“Dupree’s argument that § 846 conspiracy is not a controlled substance offense is foreclosed by our holding in Weir.”), reh’g en banc granted, opinion vacated, 25 F.4th 1341 (11th Cir. Feb. 18, 2022), and on reh’g en banc, 57 F.4th 1269. Although the en banc Eleventh Circuit subsequently overruled that precedent,11 “[a]n attorney’s failure to anticipate a change in the law does not constitute ineffective assistance.” Steiner v. United States, 940 F.3d 1282, 1293 (11th Cir. 2019) (per curiam); see United States v. Lee, 2023 U.S. Dist. LEXIS 19633, at *7, 2023 WL 1781648, at *3 (M.D. Fla. Feb. 6, 2023) (“Dupree entitles Lee to no relief. Dupree appeared after Lee’s 2019 sentencing, and ‘defendants are not entitled to an attorney capable of foreseeing the future development of constitutional 11 Dupree was issued in January 2023, after Oliver was sentenced in February 2022 but before the Eleventh Circuit affirmed Oliver’s conviction and sentence on direct appeal in March 2024. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 27 of 43 PageID# <pageID>
28 law.’”) (citation omitted); Massey v. United States, 2024 U.S. Dist. LEXIS 465, at *6-7, 2024 WL 22060, at *3 (M.D. Fla. Jan. 2, 2024) (“At the time of Massey’s sentencing, Weir was binding precedence, so the conspiracy charge qualified under § 4B1.2. [Defense counsel] cannot be deemed deficient for failing to raise a meritless objection, or for failing to anticipate a future development in constitutional law.”) (internal citations omitted); United States v. Ardley, 273 F.3d 991, 993 (11th Cir. 2001) (Carnes, J., concurring in the denial of rehearing en banc) (“[T]he rule that it is not ineffective assistance for an attorney to fail to foresee a change in the law applies even when the change is such that the forfeited issue was, in hindsight, a sure fire winner.”); see also Wimbush v. United States, 2024 U.S. Dist. LEXIS 68029, at *8, 2024 WL 1619434, at *4 (M.D. Fla. Apr. 15, 2024) (“Counsel’s strategic decision not to raise this challenge to the career offender enhancement was not unreasonable given that Weir foreclosed such a challenge at the time of sentencing.”). “And, even if non-binding precedent existed from which counsel could have formulated a challenge to the career offender enhancement, counsel is not deficient for not doing so.” Mitchell v. United States, 2025 U.S. Dist. LEXIS 42208, at *7, 2025 WL 754726, at *3 (M.D. Fla. Mar. 10, 2025); see Bajorski v. United States, 276 F. App’x 952, 954 (11th Cir. 2008) (per curiam) (“Even if a claim based upon an anticipated change in the law is reasonably available Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 28 of 43 PageID# <pageID>
29 at the time counsel failed to raise it, such failure does not constitute ineffective assistance.”); Dell v. United States, 710 F.3d 1267, 1282 (11th Cir. 2013) (“[I]t generally does not fall below the objective standard of reasonableness for trial counsel to fail to raise a claim in anticipation that undeniably would lose under current law but might succeed based on the outcome of a forthcoming [appellate] decision.”); Pitts v. Cook, 923 F.2d 1568, 1573–74 (11th Cir. 1991) (“[L]awyers rarely, if ever, are required to be innovative to perform within the wide range of conduct that encompasses the reasonably effective representation mandated by the Constitution.”). Thus, Hickman’s failure to anticipate the en banc Eleventh Circuit’s ruling in Dupree does not constitute deficient performance during Oliver’s sentencing proceedings. Accordingly, Oliver is not entitled to relief with respect to this claim. C. Ineffective Assistance of Appellate Counsel. Oliver similarly claims that Soto was constitutionally ineffective for failing to challenge his classification as a career offender under the guidelines based on the argument that his instant offense of conviction did not qualify as a controlled substance offense for purposes of the career offender enhancement. (Doc. 92 at 9, 35-37). Oliver states that his appellate counsel’s “deficiency is emphasized by the reality that the Eleventh Circuit granted rehearing en banc in Dupree, more than three months BEFORE Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 29 of 43 PageID# <pageID>
30 [Soto] filed his Anders brief.” (Id. at 36 (emphasis in original)). “Claims of ineffective assistance of appellate counsel are governed by the same standards applied to trial counsel under Strickland.” Dell v. United States, 710 F.3d 1267, 1273 (11th Cir. 2013) (quotation omitted). To determine whether such a claim has merit, a court “must decide whether the arguments the defendant alleges his counsel failed to raise were significant enough to have affected the outcome of his appeal.” United States v. Nyhuis, 211 F.3d 1340, 1344 (11th Cir. 2000). “Appellate counsel is not ineffective for failing to raise claims reasonably considered to be without merit.” Id. (quotation omitted). However, if “the omitted claim would have had a reasonable probability of success on appeal, then counsel’s performance necessarily resulted in prejudice.” Joiner v. United States, 103 F.3d 961, 963 (11th Cir. 1997) (per curiam). Oliver’s appellate counsel was not ineffective for failing to challenge the district court’s application of the career offender enhancement. As Soto correctly recognized, any challenge to Oliver’s career offender classification on direct appeal based on Dupree would have been barred by the sentence appeal waiver in Oliver’s plea agreement, and none of the limited exceptions to the appeal waiver applied to such a claim. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 30 of 43 PageID# <pageID>
31 A defendant who enters into a plea agreement may waive the right to appeal his conviction or sentence. See United States v. Lewis, 777 F. App’x 471, 471-72 (11th Cir. 2019) (per curiam). Sentence appeal waivers are valid if they are made knowingly and voluntarily. Williams v. United States, 396 F.3d 1340, 1342 (11th Cir. 2005). They are enforceable if the Government shows “either (1) the district court specifically questioned the defendant concerning the sentence appeal waiver during the [plea] colloquy, or (2) it is manifestly clear from the record that the defendant otherwise understood the full significance of the waiver.” Id. at 1341 (quoting United States v. Bushert, 997 F.2d 1343, 1351 (11th Cir. 1993)). In this case, both requirements are met. Oliver’s plea agreement clearly stated that as part of the agreement, Oliver was “knowingly and voluntarily waiv[ing] the right to file any direct appeal or any collateral attack, including a motion to vacate, set aside, or correct sentence under 28 U.S.C. § 2255.” (Doc. 62 at 11-12). The plea agreement stated: “Accordingly, the defendant will not challenge his guilty plea, conviction, or sentence in any district court or appellate court proceedings.” (Id. at 12). The plea agreement made clear that the only exceptions to this waiver were (1) a direct appeal challenging any sentence exceeding the statutory maximum; (2) a direct appeal challenging any sentence constituting an upward departure or variance from the advisory Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 31 of 43 PageID# <pageID>
32 guideline range; and (3) a direct appeal or § 2255 motion raising a claim of ineffective assistance of counsel. (Id.). Oliver signed the plea agreement directly below a paragraph that stated: “I have read this Plea Agreement and carefully reviewed every part of it with my attorney. I understand this agreement, and I voluntarily agree to it.” (Id. at 14). At his change-of-plea hearing, Oliver expressly confirmed under penalty of perjury that he had reviewed the plea agreement with his attorney before he signed it and understood the terms of the plea agreement. (Doc. 88 at 4-5). The Court specifically addressed the appeal and collateral attack waiver provision in the plea agreement and its limited exceptions, and Oliver expressly acknowledged his understanding that he was waiving his rights to appeal or collaterally attack his conviction or sentence aside from the “certain few exceptions” to the waiver listed in the plea agreement. (Id. at 10-11). The record amply demonstrates that Oliver’s agreement to plead guilty, including his waiver of the rights to file an appeal or collateral attack with limited exceptions, was knowing and voluntary. Indeed, in its opinion affirming Oliver’s conviction and sentence on direct appeal, the Eleventh Circuit indicated that Oliver’s knowing and voluntary appeal waiver would bar an appellate challenge to his designation as a career offender under § 4B1.1. (See Doc. 90 at 4 (“Even if Oliver had challenged his designation Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 32 of 43 PageID# <pageID>
33 as a career offender, his appeal waiver would be unaffected by the government’s harmless breach of the separate safety-valve provision of the plea agreement, and he does not dispute that he knowingly and voluntarily waived his right to appeal his sentence except in limited circumstances that do not apply.”)). Thus, Oliver’s appellate counsel cannot “be deemed ineffective for failing to raise issues [which Oliver] had no legal right to raise.” See United States v. Johnson, 2009 WL 2870221, at *5 (S.D. Ala. Sept. 1, 2009); see also United States v. Buckner, 808 F. App’x 755, 765-66 (11th Cir. 2020) (per curiam) (finding that defendant’s valid and enforceable sentence appeal waiver barred his claim that he was improperly classified as a career offender); United States v. Roddy, 2021 U.S. App. LEXIS 34102, at *21-23, 2021 WL 5356005, at *8 (11th Cir. Nov. 17, 2021) (per curiam) (same). Accordingly, Oliver’s appellate counsel was not ineffective for failing to challenge the application of the career offender enhancement based on Dupree, and Oliver is entitled to no relief on this ground. D. Career Offender Classification. Finally, Oliver raises the substantive claim that he was misclassified as a career offender, and that his resulting sentence constitutes a complete miscarriage of justice. (Doc. 92 at 6). Specifically, Oliver argues that his instant offense of conviction for conspiracy to possess with the intent to distribute marijuana Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 33 of 43 PageID# <pageID>
34 was not a controlled substance offense for purposes of the career offender enhancement in light of Dupree. (Id. at 28-29). Oliver’s claim fails for several reasons. First, Oliver’s challenge to his classification as a career offender under the guidelines is not cognizable on collateral review. A federal prisoner is entitled to relief under § 2255 if the court imposed a sentence that (1) violated the Constitution or laws of the United States, (2) exceeded its jurisdiction, (3) exceeded the maximum authorized by law, or (4) is otherwise subject to collateral attack. See 28 U.S.C. § 2255(a); McKay v. United States, 657 F.3d 1190, 1194 n.8 (11th Cir. 2011). “Relief under 28 U.S.C. § 2255 ‘is reserved for transgressions of constitutional rights and for that narrow compass of other injury that could not have been raised in direct appeal and would, if condoned, result in a complete miscarriage of justice.’” Lynn, 365 F.3d at 1232 (citations omitted). The en banc Eleventh Circuit has held that “erroneously designating a defendant as a career offender . . . is not a fundamental defect that inherently results in a complete miscarriage of justice.” Spencer v. United States, 773 F.3d 1132, 1138 (11th Cir. 2014) (en banc). “A prisoner may challenge a sentencing error as a ‘fundamental defect’ on collateral review when he can prove that he is either actually innocent of his crime or that a prior conviction used to enhance his sentence has been vacated, but . . . [w]hen a federal prisoner, sentenced below the Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 34 of 43 PageID# <pageID>
35 statutory maximum, complains of a sentencing error and does not prove either actual innocence of his crime or the vacatur of a prior conviction, the prisoner cannot satisfy the demanding standard that a sentencing error resulted in a complete miscarriage of justice.” Id. at 1139. Oliver was sentenced to 188 months of imprisonment, four years of supervised release, and no fine, all below the statutory maximums. (See Doc. 76; Doc. 89 at 11-12). Thus, Oliver is entitled to § 2255 relief from his sentence only if he can show “actual innocence of his crime or the vacatur of a prior conviction.” See Spencer, 773 F.3d at 1139. Oliver does not claim that any of his prior convictions on which the career offender enhancement was based have been vacated. Nor does Oliver claim, much less point to new evidence showing, that he is “actually innocent” of the crime to which he pleaded guilty in this case. Instead, Oliver essentially suggests that he is actually innocent of being a career offender because Dupree clarified that his instant offense of conviction was not a controlled substance offense under the guidelines. However, “for purposes of the actual innocence exception, ‘“actual innocence” means factual innocence, not mere legal insufficiency.’” McKay v. United States, 657 F.3d 1190, 1197 (11th Cir. 2011) (emphasis in original) (quoting Bousley v. United States, 523 U.S. 614, 623 (1998)). “This is true whether the allegation of actual innocence is of the crime or of the Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 35 of 43 PageID# <pageID>
36 sentence.” Id. at 1198. Thus, the Eleventh Circuit has “decline[d] to extend the actual innocence of sentence exception to claims of legal innocence of a predicate offense justifying an enhanced sentence,” holding that whether a conviction qualifies as a predicate crime for purposes of applying the career offender guidelines enhancement is a “purely legal argument.” Id. at 1199 (emphasis in original). Although the present dispute involves whether the instant offense of conviction (as opposed to a prior conviction) qualified as a controlled substance offense for purposes of applying the career offender enhancement, the same reasoning applies here. Oliver has not claimed that he is actually innocent of the instant marijuana distribution conspiracy offense that he argues did not satisfy the second prong of § 4B1.1(a). Thus, Oliver has failed to show a “complete miscarriage of justice” entitling him to relief under § 2255 from being sentenced as a career offender. Oliver’s claim is also procedurally defaulted because he did not raise it at sentencing or on direct appeal. “Under the procedural default rule, a defendant generally must advance an available challenge to a criminal conviction or sentence on direct appeal or else the defendant is barred from presenting that claim in a § 2255 proceeding.” Lynn, 365 F.3d at 1234; see also Greene v. United States, 880 F.2d 1299, 1305 (11th Cir. 1989) (“In general, a defendant must assert an available challenge to a Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 36 of 43 PageID# <pageID>
37 sentence on direct appeal or be barred from raising the challenge in a section 2255 proceeding.”). “A ground of error is usually ‘available’ on direct appeal when its merits can be reviewed without further factual development.” Mills v. United States, 36 F.3d 1052, 1055 (11th Cir. 1994) (per curiam). If a defendant fails to pursue an available claim on direct appeal, he can avoid the procedural bar only by establishing one of two exceptions to the procedural default rule. “Under the first exception, a defendant must show cause for not raising the claim of error on direct appeal and actual prejudice from the alleged error.” Lynn, 365 F.3d at 1234 (emphasis in original). Under the second exception, a court will consider “a procedurally defaulted claim, without a showing of cause or prejudice, to correct a fundamental miscarriage of justice.” Fortenberry v. Haley, 297 F.3d 1213, 1222 (11th Cir. 2002) (per curiam). To meet this standard, a petitioner must show that “a constitutional violation has probably resulted in the conviction of one who is actually innocent.” Lynn, 365 F.3d at 1234 (quotation omitted). Oliver did not challenge that the instant offense of conviction met the definition for a controlled substance offense for purposes of the career offender enhancement before the district court or on direct appeal. Therefore, Oliver is barred from raising this claim in his § 2255 motion, unless he can establish an exception to the procedural default rule. Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 37 of 43 PageID# <pageID>
38 “[A] prisoner collaterally attacking his conviction can establish cause for a procedural default if he can show that ‘some objective factor external to the defense impeded counsel’s efforts to comply with the . . . procedural rule,’ or that his attorney’s performance failed to meet the Strickland standard for effective assistance of counsel.” Reece v. United States, 119 F.3d 1462, 1465 (11th Cir. 1997) (citation omitted). Oliver asserts ineffective assistance of sentencing and appellate counsel as cause for his defaulted claim. (Doc. 99 at 7). However, ineffective assistance of counsel can satisfy the cause exception to a procedural bar only if the ineffective assistance of counsel claim itself has merit. United States v. Nyhuis, 211 F.3d 1340, 1344 (11th Cir. 2000). As set out above, Oliver’s sentencing and appellate counsel did not render ineffective assistance by failing to challenge that Oliver’s instant offense of conviction qualified as a controlled substance offense for purposes of the career offender enhancement. Therefore, Oliver cannot satisfy the cause and prejudice standard based on his attorneys’ alleged ineffectiveness in failing to raise the claim before the district court or on direct appeal because his claims of ineffective assistance have no merit. The miscarriage of justice, or actual innocence, exception to the procedural default rule is also unavailing to Oliver. Oliver does not point to new evidence showing that he is “actually Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 38 of 43 PageID# <pageID>
39 innocent” of the crime to which he pleaded guilty in this case, nor does he make a claim of factual innocence of the prior state convictions that served as predicate crimes of violence for purposes of the career offender enhancement. Instead, Oliver contends that his alleged “misclassification as a career offender is a complete miscarriage of justice.” (Doc. 99 at 7). However, as already explained, whether a conviction qualifies as a controlled substance offense for purposes of applying the career offender guidelines enhancement is a purely legal argument, and the miscarriage of justice, or actual innocence, exception to the procedural default rule requires factual innocence. McKay, 657 F.3d at 1196-97, 1199. Consequently, Oliver’s substantive challenge to his sentence under the guidelines career offender enhancement is barred by the procedural default rule. Finally, Oliver’s challenge to the district court’s application of the career offender enhancement under the guidelines is barred because he knowingly and voluntarily waived his right to collaterally attack his sentence as part of a valid plea agreement. A defendant who enters into a plea agreement may waive the right to collaterally attack his sentence under § 2255. See Fed. R. Crim. P. 11(b)(1)(N). Collateral attack waivers are valid if they are made knowingly and voluntarily. Williams, 396 F.3d at 1342. They are enforceable if the Government shows “either (1) the district court specifically questioned the defendant Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 39 of 43 PageID# <pageID>
40 concerning the [collateral attack] waiver during the [plea] colloquy, or (2) it is manifestly clear from the record that the defendant otherwise understood the full significance of the waiver.” Id. at 1341 (quoting Bushert, 997 F.2d at 1351). As the Court has already found with respect to Oliver’s accompanying sentence appeal waiver, both of these requirements are met in this case. The record clearly shows that Oliver’s agreement to plead guilty, including his waiver of the rights to appeal or collaterally attack his sentence except under the limited circumstances enumerated in the plea agreement, was knowing and voluntary. Oliver’s challenge to his classification as a career offender under the guidelines is not among the exceptions to the collateral attack waiver. Therefore, Oliver’s substantive challenge to his career offender classification under the guidelines is barred by the collateral attack waiver in his plea agreement and is also due to be denied on that basis. For all of the foregoing reasons, Oliver is entitled to no relief with respect to this claim. IV. CERTIFICATE OF APPEALABILITY Pursuant to Rule 11(a) of the Rules Governing Section 2255 Proceedings, the undersigned recommends that a certificate of appealability in this case be DENIED. See Rules Governing § 2255 Proceedings, R. 11(a) (“The district court must issue or deny a certificate of appealability when it enters a final order adverse Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 40 of 43 PageID# <pageID>
41 to the applicant.”). The habeas corpus statute makes clear that an applicant is entitled to appeal a district court’s denial of his habeas corpus petition only where a circuit justice or judge issues a certificate of appealability. See 28 U.S.C. § 2253(c)(1). A certificate of appealability may be issued only where “the applicant has made a substantial showing of the denial of a constitutional right.” Id. at § 2253(c)(2). When a habeas petition is dismissed on procedural grounds without reaching the merits of an underlying constitutional claim, a certificate of appealability “should issue [only] when the prisoner shows, at least, that jurists of reason would find it debatable whether the petition states a valid claim of the denial of a constitutional right and that jurists of reason would find it debatable whether the district court was correct in its procedural ruling.” Slack v. McDaniel, 529 U.S. 473, 484 (2000). When a habeas petition is denied on the merits of the underlying constitutional claims, a certificate of appealability may issue only when the petitioner demonstrates “that reasonable jurists would find the district court’s assessment of the constitutional claims debatable or wrong.” Id. at 483-84 (“To obtain a COA under § 2253(c), a habeas prisoner must make a substantial showing of the denial of a constitutional right, a demonstration that . . . includes showing that reasonable jurists could debate whether (or, for that matter, agree that) the petition should have been resolved Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 41 of 43 PageID# <pageID>
42 in a different manner or that the issues presented were adequate to deserve encouragement to proceed further.”) (quotation omitted); accord Miller-El v. Cockrell, 537 U.S. 322, 336 (2003). After reviewing the issues presented in light of the applicable standards, the Court concludes that reasonable jurists would not find the Court’s disposition of Oliver’s claims wrong or debatable, and that none of the issues presented are adequate to deserve encouragement to proceed further. As a result, Oliver is not entitled to a certificate of appealability and should not be permitted to proceed in forma pauperis on appeal. V. CONCLUSION For the foregoing reasons, it is recommended that Petitioner Marquis Kewon Oliver’s motion under 28 U.S.C. § 2255 to vacate, set aside, or correct his sentence (Doc. 92) be DENIED, that this action be DISMISSED with prejudice, and that judgment be entered in favor of Respondent, the United States of America, and against Petitioner, Marquis Kewon Oliver. It is further recommended that any requests for a certificate of appealability or for permission to appeal in forma pauperis be DENIED. NOTICE OF RIGHT TO FILE OBJECTIONS A copy of this report and recommendation shall be served on all parties in the manner provided by law. Any party who objects to this recommendation or anything in it must, within fourteen (14) days of the date of service of this document, file specific Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 42 of 43 PageID# <pageID>
43 written objections with the Clerk of this Court. See 28 U.S.C. § 636(b)(1); Fed. R. Civ. P. 72(b); S.D. Ala. GenLR 72(c). The parties should note that under Eleventh Circuit Rule 3-1, “[a] party failing to object to a magistrate judge’s findings or recommendations contained in a report and recommendation in accordance with the provisions of 28 U.S.C. § 636(b)(1) waives the right to challenge on appeal the district court’s order based on unobjected-to factual and legal conclusions if the party was informed of the time period for objecting and the consequences on appeal for failing to object. In the absence of a proper objection, however, the court may review on appeal for plain error if necessary in the interests of justice.” 11th Cir. R. 3-1. In order to be specific, an objection must identify the specific finding or recommendation to which objection is made, state the basis for the objection, and specify the place in the Magistrate Judge’s report and recommendation where the disputed determination is found. An objection that merely incorporates by reference or refers to the briefing done by the Magistrate Judge is not specific. DONE this 12th day of August, 2025. /s/ SONJA F. BIVINS UNITED STATES MAGISTRATE JUDGE Case 1:19-cr-00167-TFM-B Doc# 100 Filed 08/12/25 Page 43 of 43 PageID# <pageID>
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