USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 1 of 14
[DO NOT PUBLISH]
IN THE UNITED STATES COURT OF APPEALS
FOR THE ELEVENTH CIRCUIT ________________________
No. 19-11806 Non-Argument Calendar ________________________
D.C. Docket Nos. 8:12-cr-00287-JSM-TGW-1, 8:17-cv-02298-JSM-TGW
UNITED STATES OF AMERICA,
Plaintiff-Appellee,
versus
JOHN WESLEY WILSON, a.k.a. Teddy Wilson,
Defendant-Appellant.
________________________
Appeal from the United States District Court for the Middle District of Florida ________________________
(September 30, 2021)
Before JILL PRYOR, BRASHER, and JULIE CARNES, Circuit Judges.
PER CURIAM: USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 2 of 14
This is a very odd case, procedurally. Defendant John Wesley Wilson pled
guilty in 2013 to a multi-count indictment charging federal drug and firearms
violations. He filed no direct appeal at the time. In 2017, he filed a § 2255 motion
alleging that his guilty plea was not made knowingly and voluntarily because his
retained counsel had offered him false assurances about the length of his sentence,
which representations induced him to plead guilty. He asked the district court to
vacate his guilty plea and resulting conviction based on this alleged ineffectiveness
by his attorney. Alternatively, he asked the district court to allow him to file a
belated direct appeal, arguing that counsel had also lulled him into abandoning a
direct appeal, based again on false representations.
The district court granted the “alternative” part of Defendant’s § 2255
motion, which sought the right to file an out-of-time appeal. As to the part of the
§ 2255 motion requesting the court to vacate his plea of guilty, the court did not
grant that motion. Although the court’s comments strongly suggested that it found
unpersuasive Defendant’s § 2255 challenge to the voluntariness of his plea, it
never formally ruled on the merits of that part of the § 2255 motion. Instead, it
denied as moot all of Defendant’s remaining motions.
Defendant has now filed the present direct appeal from his 2013 criminal
conviction and judgment. Most direct appeals from a conviction based on a guilty
plea either challenge the sentence or complain that the plea was not knowingly
2 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 3 of 14
made given an inadequate colloquy in violation of Federal Rule of Criminal
Procedure 11. Defendant makes neither of those arguments. Instead, he argues
only that his trial counsel provided ineffective assistance when the latter made
inaccurate representations that purportedly led to entry of a guilty plea that was not
knowing or voluntary. The Government has moved to dismiss the appeal based on
the absence of a certificate of appealability and argues, in the alternative, that
Defendant’s claim lacks merit.
After careful review of the record, we deny the Government’s motion to
dismiss. Defendant is here on direct appeal of his conviction and sentence and a
certificate of appealability is not required for a direct appeal. As to Defendant’s
request that we reverse his conviction, there was no ruling or specific findings of
fact from the district court as to Defendant’s claim that his guilty plea should be
vacated, given his counsel’s alleged misrepresentations. Given the sharply
disputed facts, the § 2255 record is too undeveloped to permit us to rule on that
claim. And as Defendant has asserted no other argument that would support
reversal of his conviction, we necessarily affirm his conviction and sentence. With
this denial of Defendant’s direct appeal, his conviction will become final and he
may litigate in the district court a § 2255 motion challenging his conviction based
on counsel’s alleged ineffective assistance in persuading Defendant to plead guilty.
3 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 4 of 14
I. BACKGROUND
A. Criminal Proceedings In 2012, a federal grand jury charged Defendant with: conspiracy to
distribute and possess with intent to distribute five kilograms or more of cocaine
and 280 grams or more of cocaine base (Count 1); possession with intent to
distribute 28 grams or more of cocaine base (Count 2); possession with intent to
distribute cocaine (Count 3); and possession of firearms in relation to drug
trafficking crimes (Count 4).
Defendant pled guilty as charged without a plea agreement in January 2013.
At the change-of-plea hearing before a magistrate judge, Defendant stated that he
did not dispute any material aspect of the Government’s factual proffer in support
of his guilty plea. The magistrate judge informed Defendant of the statutory
minimum terms of imprisonment, explaining that Defendant faced 10 years to life
for Count 1, 5 to 40 years for Count 2, up to 20 years for Count 3, and a mandatory
consecutive sentence of 5 years to life for Count 4. Defendant confirmed that he
understood the penalties.
Defense counsel, Mark O’Brien, stated that, despite the absence of a plea
agreement, the Government had agreed to allow Defendant “to attempt to achieve a
lower sentence” through substantial assistance. The Government agreed that, “if
[Defendant] wants to proffer again, and ultimately if that results in anything,” the
4 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 5 of 14
Government “might execute some future cooperation agreement.” But the
Government emphasized that, although it was “keeping the door open,” it was “not
promising anything” and “there [are] no promises.” Defense counsel agreed,
stating for the record that the Government “has made no promises that [Defendant]
is guaranteed a 5K1.1 reduction” and that “there is no promise of anything other
than [that the Government will] consider it like [it would in] any other case.”
When the court asked if that was Defendant’s understanding as well, Defendant
responded, “Yes, sir.”
Defendant further stated that he was freely and voluntarily pleading guilty,
that no one had coerced him or promised him anything to plead guilty, that no one
had coached him to respond untruthfully to the court’s questions, and that his
answers had been the truth. Accordingly, the magistrate judge found that
Defendant’s plea was knowing and voluntary and recommended that the district
court accept the plea. The district court adopted that recommendation.
During the sentencing hearing on May 1, 2013, the court adopted the
presentence investigation report’s guideline calculations, which called for 168–210
months’ imprisonment plus a 60-month consecutive sentence as to Count 4.
Varying downward, the court sentenced Defendant to 204 months’ imprisonment,
comprising concurrent 144-month terms for each of Counts 1–3 and a consecutive
60-month term for Count 4. That same day, the court entered judgment. In August
5 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 6 of 14
2017, after the U.S. Sentencing Commission’s enactment of a retroactive guideline
amendment, the district court reduced Defendant’s sentence as to Counts 1–3 from
144 months to 135 months.
B. Civil Proceedings
In October 2017, Defendant filed a 28 U.S.C. § 2255 motion to vacate, set
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USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 1 of 14
[DO NOT PUBLISH]
IN THE UNITED STATES COURT OF APPEALS
FOR THE ELEVENTH CIRCUIT ________________________
No. 19-11806 Non-Argument Calendar ________________________
D.C. Docket Nos. 8:12-cr-00287-JSM-TGW-1, 8:17-cv-02298-JSM-TGW
UNITED STATES OF AMERICA,
Plaintiff-Appellee,
versus
JOHN WESLEY WILSON, a.k.a. Teddy Wilson,
Defendant-Appellant.
________________________
Appeal from the United States District Court for the Middle District of Florida ________________________
(September 30, 2021)
Before JILL PRYOR, BRASHER, and JULIE CARNES, Circuit Judges.
PER CURIAM: USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 2 of 14
This is a very odd case, procedurally. Defendant John Wesley Wilson pled
guilty in 2013 to a multi-count indictment charging federal drug and firearms
violations. He filed no direct appeal at the time. In 2017, he filed a § 2255 motion
alleging that his guilty plea was not made knowingly and voluntarily because his
retained counsel had offered him false assurances about the length of his sentence,
which representations induced him to plead guilty. He asked the district court to
vacate his guilty plea and resulting conviction based on this alleged ineffectiveness
by his attorney. Alternatively, he asked the district court to allow him to file a
belated direct appeal, arguing that counsel had also lulled him into abandoning a
direct appeal, based again on false representations.
The district court granted the “alternative” part of Defendant’s § 2255
motion, which sought the right to file an out-of-time appeal. As to the part of the
§ 2255 motion requesting the court to vacate his plea of guilty, the court did not
grant that motion. Although the court’s comments strongly suggested that it found
unpersuasive Defendant’s § 2255 challenge to the voluntariness of his plea, it
never formally ruled on the merits of that part of the § 2255 motion. Instead, it
denied as moot all of Defendant’s remaining motions.
Defendant has now filed the present direct appeal from his 2013 criminal
conviction and judgment. Most direct appeals from a conviction based on a guilty
plea either challenge the sentence or complain that the plea was not knowingly
2 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 3 of 14
made given an inadequate colloquy in violation of Federal Rule of Criminal
Procedure 11. Defendant makes neither of those arguments. Instead, he argues
only that his trial counsel provided ineffective assistance when the latter made
inaccurate representations that purportedly led to entry of a guilty plea that was not
knowing or voluntary. The Government has moved to dismiss the appeal based on
the absence of a certificate of appealability and argues, in the alternative, that
Defendant’s claim lacks merit.
After careful review of the record, we deny the Government’s motion to
dismiss. Defendant is here on direct appeal of his conviction and sentence and a
certificate of appealability is not required for a direct appeal. As to Defendant’s
request that we reverse his conviction, there was no ruling or specific findings of
fact from the district court as to Defendant’s claim that his guilty plea should be
vacated, given his counsel’s alleged misrepresentations. Given the sharply
disputed facts, the § 2255 record is too undeveloped to permit us to rule on that
claim. And as Defendant has asserted no other argument that would support
reversal of his conviction, we necessarily affirm his conviction and sentence. With
this denial of Defendant’s direct appeal, his conviction will become final and he
may litigate in the district court a § 2255 motion challenging his conviction based
on counsel’s alleged ineffective assistance in persuading Defendant to plead guilty.
3 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 4 of 14
I. BACKGROUND
A. Criminal Proceedings In 2012, a federal grand jury charged Defendant with: conspiracy to
distribute and possess with intent to distribute five kilograms or more of cocaine
and 280 grams or more of cocaine base (Count 1); possession with intent to
distribute 28 grams or more of cocaine base (Count 2); possession with intent to
distribute cocaine (Count 3); and possession of firearms in relation to drug
trafficking crimes (Count 4).
Defendant pled guilty as charged without a plea agreement in January 2013.
At the change-of-plea hearing before a magistrate judge, Defendant stated that he
did not dispute any material aspect of the Government’s factual proffer in support
of his guilty plea. The magistrate judge informed Defendant of the statutory
minimum terms of imprisonment, explaining that Defendant faced 10 years to life
for Count 1, 5 to 40 years for Count 2, up to 20 years for Count 3, and a mandatory
consecutive sentence of 5 years to life for Count 4. Defendant confirmed that he
understood the penalties.
Defense counsel, Mark O’Brien, stated that, despite the absence of a plea
agreement, the Government had agreed to allow Defendant “to attempt to achieve a
lower sentence” through substantial assistance. The Government agreed that, “if
[Defendant] wants to proffer again, and ultimately if that results in anything,” the
4 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 5 of 14
Government “might execute some future cooperation agreement.” But the
Government emphasized that, although it was “keeping the door open,” it was “not
promising anything” and “there [are] no promises.” Defense counsel agreed,
stating for the record that the Government “has made no promises that [Defendant]
is guaranteed a 5K1.1 reduction” and that “there is no promise of anything other
than [that the Government will] consider it like [it would in] any other case.”
When the court asked if that was Defendant’s understanding as well, Defendant
responded, “Yes, sir.”
Defendant further stated that he was freely and voluntarily pleading guilty,
that no one had coerced him or promised him anything to plead guilty, that no one
had coached him to respond untruthfully to the court’s questions, and that his
answers had been the truth. Accordingly, the magistrate judge found that
Defendant’s plea was knowing and voluntary and recommended that the district
court accept the plea. The district court adopted that recommendation.
During the sentencing hearing on May 1, 2013, the court adopted the
presentence investigation report’s guideline calculations, which called for 168–210
months’ imprisonment plus a 60-month consecutive sentence as to Count 4.
Varying downward, the court sentenced Defendant to 204 months’ imprisonment,
comprising concurrent 144-month terms for each of Counts 1–3 and a consecutive
60-month term for Count 4. That same day, the court entered judgment. In August
5 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 6 of 14
2017, after the U.S. Sentencing Commission’s enactment of a retroactive guideline
amendment, the district court reduced Defendant’s sentence as to Counts 1–3 from
144 months to 135 months.
B. Civil Proceedings
In October 2017, Defendant filed a 28 U.S.C. § 2255 motion to vacate, set
aside, or correct his sentence, alleging among other things that he had not entered a
knowing and voluntary guilty plea due to trial counsel’s ineffective assistance. 1 As
relevant here, Defendant argued that defense counsel had misadvised him that, if
he pled guilty and provided grand-jury testimony for the Government, he would
serve only two years in prison. Defendant requested that the court either (1) vacate
his criminal judgment and allow him to proceed to trial or (2) grant an extension of
time to appeal his May 2013 judgment and sentence.
The court held an evidentiary hearing on April 23, 2019, during which
Defendant testified, as did his mother, daughter, and trial counsel (O’Brien).
Defendant testified that he entered a guilty plea because defense counsel told him
the court would be required to impose at least a 15-year statutory minimum
sentence unless Defendant pled and cooperated sufficiently with the Government
1 The Government moved to dismiss the § 2255 motion as untimely, but the district court denied the Government’s motion, concluding that equitable tolling applied.
6 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 7 of 14
to prompt the latter to file a Rule 352 motion. Further, defense counsel was
confident that Defendant would receive a two-year sentence at any resentencing
proceeding. Defendant said that defense counsel also advised him the evening
before sentencing that he had a deal with the Government to reduce his sentence to
two years, so Defendant could disregard what happened during the proceedings.
Defendant conceded, however, that he knew at the time that defense counsel could
not control the Government’s actions, and that any sentence reduction depended on
whether the Government obtained an indictment based on his future testimony
before a grand jury.
Defendant’s daughter and mother testified that, after sentencing, defense
counsel told them that Defendant’s sentence would be reduced to two years based
on an indictment in another case. Defendant’s daughter further testified that
defense counsel advised against filing a direct appeal because it could hurt
Defendant’s attempt to cooperate with the Government. Defendant’s mother
testified that but for defense counsel’s representation that Defendant would be out
of prison in two years, they would have found another lawyer to file an appeal.
Finally, trial counsel, who was an experienced criminal lawyer, testified that,
before Defendant pled guilty, he informed Defendant that he faced a 15-year
2 Federal Rule of Criminal Procedure 35(b) permits a sentencing court to reduce a sentence based on the Government’s motion requesting same as a result of the defendant’s substantial assistance to the Government. 7 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 8 of 14
mandatory minimum penalty and that the only way to get a lesser sentence was
through substantial assistance. Trial counsel further testified that the Government
had never made promises in Defendant’s case and that he had never promised
Defendant or his family that Defendant would receive a two-year sentence or have
his sentence reduced to two years.
At the conclusion of the hearing, the district court granted that part of
Defendant’s § 2255 motion requesting the right to file an out-of-time direct appeal
of his conviction. The next day, April 24, 2019, the court issued a written order
memorializing its rulings. The court’s remarks certainly indicated its skepticism of
Defendant’s claim that counsel had promised him a two-year sentence. The court
observed that: (1) “it [was] unbelievable that defense counsel would have told
[Defendant] or his family that [Defendant] would serve only two years if he
pleaded guilty—despite facing a 15-year mandatory minimum sentence” and
(2) Defendant knew that whether “the Government filed the appropriate motion
based on his cooperation . . . was entirely up to the Government,” and that defense
counsel “had no control over” the Government’s decision to do so.
Yet, notwithstanding those discouraging words, the court never formally
ruled on Defendant’s claim that this guilty plea should be vacated based on his
counsel’s ineffective assistance. Indeed, the district court never attempted the
required analysis of an ineffective assistance claim, which requires specific
8 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 9 of 14
findings concerning whether counsel’s performance was constitutionally deficient
and whether Defendant suffered prejudice as a result of this inadequate assistance.
See Strickland v. Washington, 466 U.S. 668 (1984)). In short, the court made no
express findings regarding the ineffective-assistance-of-counsel claim that sought
the vacating of Defendant’s guilty plea.
That the district court purposefully avoided ruling on the ineffective
assistance claim regarding the guilty plea is made clear by its actions. The court
granted the § 2255 motion only to the extent it requested the right to file a belated
appeal of the conviction and sentence. 3 Specifically, the court qualified its grant of
the § 2255 motion “to the extent that the [c]ourt will grant an extension of time for
Petitioner to appeal his May 1, 2013 judgment and sentence.” Significantly, the
court declared all other motions to be moot. And in explaining its decision
granting Defendant the right to file a direct appeal from his criminal judgment
within 14 days, the court said this would “put[] him back in the same position he
was in when the family walked out at the sentencing hearing,” and Defendant “can
make whatever arguments he wants to make” on appeal.
3 The court found that the family had credibly testified that they had been led to a decision not to appeal the conviction and sentence based on counsel’s representations about the negative impact of such an action. The Government has not challenged the district court’s decision to allow this out-of-time appeal. 9 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 10 of 14
C. Notice of Appeal
Within 14 days of the court’s order, Defendant filed a notice of appeal that
was docketed in his criminal case. The case caption for the notice of appeal listed
the case numbers for both his criminal and civil habeas proceedings. But
Defendant stated in the notice of appeal that he “appeals to the United States Court
of Appeals for the Eleventh Circuit from the Order entered in this action on May 1,
2013 [which was the date the court had sentenced Defendant and entered
judgment] pursuant to the District Court’s Order in [the § 2255 proceedings] on
April 24, 2019 allowing Appellant/Petitioner to file his Notice of Appeal from his
sentence on May 1, 2013.”
II. DISCUSSION On appeal, Defendant argues that trial counsel provided ineffective
assistance. Specifically, he argues that his guilty plea was not knowing and
voluntary because trial counsel misinformed him that, despite the 15-year statutory
minimum he faced, he would serve only two years if he pled guilty and provided
testimony before a grand jury. He further argues that he suffered prejudice from
counsel’s deficient performance because, but for counsel’s incorrect advice, he
would have gone to trial rather than plead guilty. The Government has moved to
dismiss this appeal and alternatively argues that Defendant’s claim lacks merit.
10 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 11 of 14
A. Motion to Dismiss
As an initial matter, we must resolve the Government’s motion to dismiss
this appeal. The Government acknowledges that it does not seek dismissal for
untimeliness under Federal Rule of Appellate Procedure 4(b) because the § 2255
court intended to give Defendant an opportunity to file a belated direct appeal. The
Government further concedes that, according to the plain terms of Defendant’s
notice of appeal, he intended to file a direct appeal from his 2013 criminal
judgment.4 Accordingly, we are reviewing a direct appeal, not an appeal from the
denial of a § 2255 motion. But the Government nevertheless contends that we lack
jurisdiction to review Defendant’s arguments because, on appeal, Defendant in fact
seeks review of the § 2255 court’s denial of his ineffective-assistance-of-counsel
claim, but he failed to obtain a certificate of appealability as to the § 2255
proceeding. 5
Although the Government is correct that Defendant raises in this appeal the
same ineffective-assistance-of-counsel claim that he pursued in his § 2255
proceeding, we disagree with the premise of the Government’s argument: that the
4 We agree that Defendant’s notice of appeal plainly demonstrates his intent to appeal from his criminal judgment, as Defendant stated that he appealed from the May 2013 judgment with the permission of the § 2255 court. Fed. R. App. P. 3(c) (providing that a notice of appeal must “designate the judgment, order, or part thereof being appealed”). 5 Before appealing from the denial of a § 2255 claim, a defendant must obtain a certificate of appealability based on a “substantial showing of the denial of a constitutional right.” 28 U.S.C. § 2253(c). Absent a certificate of appealability, we lack jurisdiction to review the district court’s denial of the claim. United States v. Futch, 518 F.3d 887, 894 (11th Cir. 2008).
11 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 12 of 14
§ 2255 court denied that claim. As set out above, although the § 2255 court
seemed to view skeptically Defendant’s assertions about his attorney’s
representations prior to entry of the guilty plea, it did not make any explicit
findings as to deficient performance, prejudice, or the ultimate issue of ineffective
assistance, and it expressly stated that Defendant could “make whatever arguments
he wants to make” before this Court. The court granted Defendant’s § 2255
motion only to the extent that it permitted him to file a direct appeal, based on a
finding that Defendant’s family members would have filed such an appeal absent
their conversations with defense counsel, who discouraged such action.6 Because
the district court did not grant or deny Defendant’s ineffective-assistance claim
regarding his guilty plea, this is not an appeal from the denial of a § 2255 claim but
rather a direct appeal, and a defendant is not required to obtain a COA before filing
a direct appeal. Accordingly, Defendant was not required to obtain a certificate of
appealability as a prerequisite to our jurisdiction. We therefore deny the
Government’s motion to dismiss.
B. Ineffective Assistance of Trial Counsel As to the merits of Defendant’s present appeal, Defendant claims that trial
counsel provided ineffective assistance by misinforming him about the amount of
6 We have no occasion to address whether the § 2255 court properly granted Defendant an opportunity to file a belated direct appeal, as the parties do not raise that issue.
12 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 13 of 14
prison time he would serve and falsely stating that counsel had an agreement with
the Government. These misrepresentations, Defendant argues, resulted in a guilty
plea that was not knowing and voluntary. “Generally, claims of ineffective
assistance of counsel are not considered for the first time on direct appeal.” United
States v. Tyndale, 209 F.3d 1292, 1294 (11th Cir. 2000). “If the record is
sufficiently developed, however, [we] will consider an ineffective assistance of
counsel claim on direct appeal.” United States v. Bender, 290 F.3d 1279, 1284
(11th Cir. 2002).
There was a record as to this claim in the § 2255 proceeding as the key
witnesses concerning this particular ineffective-assistance claim testified. What is
missing though is a firm adjudication by the district court of its findings as to the
credibility of those witnesses or a decision whether Defendant suffered the
necessary prejudice, even if his version of events was truthful. And given the
district court’s conclusion that Defendant’s witnesses were credible enough to
warrant permission for him to file a belated appeal, a specific finding as to
counsel’s conduct with regard to the alleged sentencing-misrepresentation and any
resulting prejudice is necessary. Thus, the record is not sufficiently developed to
allow us to consider this ineffective assistance claim on direct appeal.
That conclusion takes us back where we started. Because Defendant has
raised no challenges to his sentence or any challenge to his conviction that is
13 USCA11 Case: 19-11806 Date Filed: 09/30/2021 Page: 14 of 14
cognizable on direct appeal, we must necessarily affirm his conviction. In
describing the consequences of its decision to allow a direct appeal, the district
court indicated that Defendant was “put [] back in the same position he was when
the family walked out at the sentencing hearing.” That position allowed Defendant
to appeal his conviction and sentence, and we have now rejected that appeal and
affirmed his conviction. As to what happens next, we expand on the district
court’s observation to note that, like any defendant whose conviction has become
final following an appeal, Defendant now has an opportunity to file a timely
§ 2255 motion re-alleging his ineffective assistance of counsel claim. See McIver
v. United States, 307 F.3d 1327, 1332 (11th Cir. 2002) (a successful § 2255
petition seeking the right to file an out-of-time appeal does not cause a § 2255
motion filed after resolution of that appeal to be considered a second or successive
motion); 28 U.S.C. § 2255(f)(1) (providing that a defendant has one year from “the
date on which the judgment of conviction becomes final” to file a § 2255 motion).
III. CONCLUSION
We affirm Defendant’s convictions and sentences. The Government’s
pending motion to dismiss for lack of jurisdiction is denied.
AFFIRMED.