Opinions and documents
UNITED STATES DISTRICT COURT
FOR THE
DISTRICT OF VERMONT
UNITED STATES OF AMERICA :
:
v. : Case No. 2:09-cr-90-1
:
STEPHEN AGUIAR :
OPINION AND ORDER
Defendant Stephen Aguiar, proceeding pro se, has filed
several motions relative to his 2011 convictions for conspiracy
and distribution of controlled substances. Aguiar is currently
serving a 360-month sentence on those convictions. Pending
before the Court is Aguiar’s motion for resentencing, which
relies on a series of recently expunged state court convictions
as well as his attorney’s alleged ineffective assistance of
counsel. Aguiar has also filed two motions for appointment of
counsel, a motion for recusal, and a motion for habeas corpus
relief pursuant to 28 U.S.C. § 2255. For the reasons set forth
below, the pending motions are denied.
Factual and Procedural Background
I. Relevant Criminal and Procedural History
Aguiar’s broadest substantive filing is his habeas corpus
petition. The petition first alleges that when Aguiar was young,
he suffered a traumatic brain injury (TBI). Aguiar claims that
the TBI resulted in mental health conditions which, in turn, led
to his many arrests and convictions in both state and federal
courts. Several of those past convictions factor into his
current requests for relief.
Aguiar has been convicted of over twenty state criminal
offenses dating back to the mid-1980s. The offenses ranged from
petit larceny to burglary and sale of a narcotic. See ECF No.
825-1. On January 22, 2023, the Vermont Superior Court expunged
his convictions. Id. The court did not state the reason for the
expungements.
Aguiar’s federal convictions include a 1995 conviction for
stealing a firearm and distribution of morphine. See United
States v. Aguiar, Case No. 2:94-cr-65-wks (Aguiar I).
Approximately 18 years after his conviction, and long after he
completed his sentence, Aguiar petitioned the Court for a writ
of error coram nobis. His petition cited, among other things,
counsel’s alleged failure to pursue a diminished capacity
defense. The Court denied the motion, concluding that Aguiar had
presented no sound reason for his substantial delay in seeking
relief. The Court also found that, even assuming timeliness,
Aguiar had failed to show prejudice resulting from counsel’s
representation given the extensive evidence of his culpability,
and the lack of evidence to support his contention that a
diminished capacity defense would have succeeded. In a mandate
issued March 18, 2025, the United States Court of Appeals for
the Second Circuit affirmed the Court’s denial of the coram
nobis petition, as well as its denial of a subsequent motion for
reconsideration.
In 2001, Aguiar was convicted in this Court after pleading
guilty to possession with intent to distribute heroin as a
person with a prior drug felony. See United States v. Aguiar,
Case No. 2:00-cr-119-wks (Aguiar II). The Court sentenced him to
a term of 92 months in prison, to be followed by a six-year term
of supervised release. In 2011, the Court sentenced Aguiar to an
additional 36 months in prison, to be served concurrent to a
third federal sentence discussed below, for violating the terms
of his supervised release.
In 2014, Aguiar filed a petition for writ of coram nobis in
Aguiar II, arguing in part that the government failed to file a
Section 851 information and that his attorney’s advice about the
possibility of a life sentence was therefore inaccurate. Aguiar
conceded that, when he filed his petition, his sentence had
expired. The Court denied the coram nobis petition, concluding
that the filing was untimely and that Aguiar had failed to show
prejudice resulting from the alleged ineffective assistance of
counsel. The Court also denied Aguiar’s motion for
reconsideration. In a mandate issued on March 16, 2018, the
Second Circuit dismissed Aguiar’s appeal.
Prior to the Second Circuit’s issuance of its mandate on
the coram nobis petition, Aguiar filed a petition for writ of
habeas corpus in Aguiar II pursuant to 28 U.S.C. § 2255. The
habeas corpus petition raised some of the same arguments
asserted in the coram nobis petition, with additional claims
relating to questions of timeliness and actual innocence. The
Magistrate Judge issued a Report and Recommendation recommending
denial of the habeas corpus petition as untimely and unsupported
by the record. The Court adopted the Report and Recommendation
and subsequently denied Aguiar’s motion for reconsideration. In
a mandate issued on September 1, 2023, the Second Circuit
dismissed Aguiar’s appeal on the habeas corpus petition as moot
because he had fully served his sentence on the supervised
release revocation. The Second Circuit also affirmed the Court’s
ruling on the timeliness of Aguiar’s challenge to his
conviction.
On April 11, 2011, following a federal jury trial, Aguiar
was convicted on multiple counts flowing from a conspiracy to
possess and distribute cocaine and heroin. See United States v.
Aguiar, Case No. 2:09-cr-90-wks (Aguiar III). The Court
sentenced Aguiar to 360 months on each count, to run
concurrently, followed by ten years of supervised release.
Aguiar appealed, arguing primarily that the warrantless
placement of a GPS device on his vehicles constituted unlawful
searches under the Fourth Amendment. In 2014, the Second Circuit
affirmed his conviction, and Aguiar is currently serving that
360-month sentence.
In 2015, Aguiar filed a petition for writ of habeas corpus
in Aguiar III arguing ineffective assistance of counsel. He also
filed a series of related motions. In a 79-page Report and
Recommendation, the Magistrate Judge analyzed each of Aguiar’s
arguments, including a supplemental claim under Brady v.
Maryland, and recommended denial of the petition. This Court
adopted the Report and Recommendation, noting defense counsel’s
zealous advocacy during the 11-day trial and the overwhelming
evidence supporting the conviction. In a mandate issued on
September 11, 2017, the Second Circuit affirmed the Court’s
ruling. The Second Circuit also subsequently dismissed Aguiar’s
appeals of this Court’s rulings on his motions for post-judgment
relief under Federal Rules of Civil Procedure 60(b) and 59(e).
In the instant case, Aguiar has filed a motion to be
resentenced, citing the recent expungement of his state court
convictions and arguing that his “30 year-imposed prison term is
the aggregated product” of those convictions and sentences. ECF
No. 825 at 1. He also filed an application with the Second
Circuit for leave to file a second or successive habeas corpus
petition. Aguiar v. United States, Case No. 23-6887 (ECF No. 2).
The proposed petition sought relief in both Aguiar II and Aguiar
III, as Aguiar alleged that his sentence in the latter case was
enhanced by his 2001 conviction and sentence in Aguiar II. The
claims asserted in the proposed petition included: (1) that
Aguiar is actually innocent of his 2001 conviction because he
never possessed the amount of heroin for which he was convicted;
(2) that he only recently obtained evidence of defense counsel’s
ineffective assistance of counsel in Aguiar III, (3) and that
the expunged state court convictions entitle him to
resentencing. Id.
The Second Circuit subsequently issued an order stating
that while it lacked jurisdiction to consider Aguiar’s motion
challenging the 2001 judgment because the sentence in that case
had fully expired, Aguiar could assert a challenge to his
current, 360-month sentence “as enhanced by an allegedly invalid
prior conviction.” Id. (ECF No. 29) (quoting Williams v.
Edwards, 195 F.3d 95, 96 (2d Cir. 1999)). The court also stated
that, “[a]s to the 2011 judgment, because Petitioner seeks to
challenge his sentence based on recently expunged state court
convictions, his motion is not successive.” Id. (citations
omitted). Accordingly, this Court now addresses Aguiar’s claims
to the extent permitted by the Second Circuit’s order.
II. Construing the Pending Motions and Appointing Counsel
Aguiar’s motion to be resentenced does not cite a rule or
statute authorizing its filing. ECF No. 825. The Court
previously issued an Opinion and Order notifying him that it
intended to construe the motion as a filing under 28 U.S.C. §
2255 and giving him an opportunity to either consent to the
characterization or withdraw his motion. ECF No. 830 (citing
Castro v. United States, 540 U.S. 375, 383 (2003); Adams v.
United States, 155 F.3d 582, 584 (2d Cir. 1998)). The Court also
noted that the filing would not be a successive petition, since
the expunged state court convictions post-dated his prior habeas
corpus filing. In response to the Court’s Opinion and Order,
Aguiar moved for the appointment of counsel, or in the
alternative, a 30-day extension of time in which to respond to
the Court’s ruling.
The Court appointed the Office of the Federal Public
Defender to represent Aguiar on his motion. Months later, that
Office moved to withdraw, reporting that it had investigated the
factual and legal basis underlying Aguiar’s claims and that
Aguiar believed “a conflict of interest exists.” ECF No. 836.
The Court granted the motion and appointed a second attorney.
That attorney subsequently reported that she had communicated
with Aguiar and informed him, after conducting legal research,
that she was “unable to file anything on Mr. Aguiar’s behalf in
connection with this motion.” ECF No. 09-90. The Court granted
her motion to withdraw as well.
Aguiar is now proceeding pro se, although he has filed
renewed motions for appointment counsel. While he never formally
consented to characterization of his motion for resentencing as
a habeas corpus petition, he has since filed a motion under 28
U.S.C. § 2255 seeking habeas corpus relief. That petition
overlaps with the motion for resentencing, arguing in part that
relief is warranted on the basis of the expunged state court
convictions. The Court therefore reviews the motion for
resentencing and the Section 2255 motion together and will apply
the same law to both.
Discussion
I. Habeas Corpus
Title 28, Section 2255 provides a prisoner in federal
custody an opportunity to challenge the legality of his or her
sentence. To obtain relief under Section 2255, the petitioner
must show that his or her prior sentence was invalid because:
(1) it was imposed in violation of the Constitution or the laws
of the United States; (2) the court lacked jurisdiction to
impose the sentence; (3) it exceeded the maximum detention
authorized by law; or (4) it is otherwise subject to collateral
attack. 28 U.S.C. § 2255(a). The petitioner bears the burden of
proving that he or she is entitled to relief by a preponderance
of the evidence. See Skaftouros v. United States, 667 F.3d 144,
158 (2d Cir. 2011); Harned v. Henderson, 588 F.2d 12, 22 (2d
Cir. 1978).
The Second Circuit’s recent mandate authorized Aguiar to
file a Section 2255 petition challenging his 2011 sentence “as
enhanced by an allegedly invalid prior conviction.” ECF No. 840.
Aguiar construes the mandate as authorizing him to challenge not
only his current sentence, but also his 1995 conviction and
sentence in Aguiar I and his 2001 conviction and sentence in
Aguiar II, since each factored into the sentence imposed in
2011. The Court first addresses those earlier convictions.
A. Prior Federal Convictions
When reviewing Aguiar’s claims with respect to his 1995 and
2001 convictions, the Court must consider the extent to which it
is allowed to consider those expired convictions. The Second
Circuit’s mandate allowing Aguiar to challenge his “current
sentence, as enhanced by an allegedly invalid prior conviction”
cited Williams v. Edwards, 195 F.3d 95 (2d Cir. 1999) and Maleng
v. Cook, 490 U.S. 488 (1989). In Williams, the court considered
a petitioner’s habeas corpus challenge to a prior state
conviction, submitted pursuant to 28 U.S.C. § 2254, for which
the sentence had already expired. The court found that the
petitioner was incarcerated on another state court conviction
for manslaughter, that the manslaughter sentence was enhanced by
the prior conviction, and that the petitioner could “amend his
petition to challenge explicitly his current sentence’s
allegedly illegal enhancement.” Williams, 195 F.3d at 96.
The Williams decision relied on the Supreme Court’s ruling
in Maleng. See id. The respondent in Maleng was serving a
federal sentence, and the State of Washington had lodged a
detainer relative to state court sentences imposed in 1976 and
1978. The respondent also had a sentence from 1958 that enhanced
his 1978 sentences. He filed a habeas corpus petition in federal
court listing the 1958 conviction as the “conviction under
attack.” Maleng, 490 U.S. at 490. The question before the
Supreme Court was whether the respondent was “in custody” under
the 1958 conviction because it enhanced a more recent sentence,
even though the sentence imposed in 1958 had expired. Id.
The Court held that although the respondent was no longer
“in custody” on the 1958 conviction, he could challenge his 1978
conviction – the sentence he was due to serve after completion
of his federal detention – because, for the purpose of a habeas
corpus filing, a petitioner may be considered “in custody” when
subject to a detainer on a still-to-be-served sentence. Id. at
493 (citations omitted). Maleng expressly declined to address
“the extent to which the 1958 conviction itself may be subject
to challenge in the attack upon the 1978 sentence which it was
used to enhance.” Id. at 494. That unanswered question is
essentially the issue posed here: whether Aguiar may challenge
his 1995 and 2001 convictions and sentences since, even though
they have both expired, they enhanced the sentence on which he
is currently “in custody.”
The question left open in Maleng was answered by the
Supreme Court in the Section 2255 context in Daniels v. United
States, 532 U.S. 374 (2001), and in the Section 2254 context in
Lackawanna County District Attorney v. Coss, 532 U.S. 394
(2001). See Coss, 532 U.S. at 402 (noting that “the question we
explicitly left unanswered in Maleng” was answered in Daniels).
Daniels held that
[i]f . . . a prior conviction used to enhance a
federal sentence is no longer open to direct or
collateral attack in its own right because the
defendant failed to pursue those remedies while they
were available (or because the defendant did so
unsuccessfully), then that defendant is without
recourse. The presumption of validity that attached to
the prior conviction at the time of sentencing is
conclusive, and the defendant may not collaterally
attack his prior conviction through a motion under §
2255.
532 U.S. at 382. The Court acknowledged an exception where the
trial court failed to appoint counsel in violation of Gideon v.
Wainwright, but held that the exception applied “generally only
if [the petitioner] raised that claim at his federal sentencing
proceeding.” Id. Daniels explained that once the avenues for
challenging the prior conviction, either through a direct appeal
or a collateral challenge, were no longer available, “the
conviction becomes final and the defendant is not entitled to
another bite at the apple simply because that conviction is
later used to enhance another sentence.” Id. at 383.
Here, Aguiar is no longer in custody on his prior federal
convictions, and his attempts to attack those convictions and
sentences, either on direct appeal or collaterally, were
unsuccessful. A plain reading of Daniels appears to dictate that
Aguiar cannot bring another challenge to his previous federal
convictions merely because they enhanced his current sentence.
This case is arguably more complicated than Daniels, since
the recent state court expungements altered the landscape in
each of Aguiar’s federal cases. See, e.g., Custis v. United
States, 511 U.S. 485, 497 (1994) (holding that a defendant who
successfully attacked his state conviction could “apply for
reopening of any federal sentence enhanced by the state
sentences”). Specifically, the state court convictions enhanced
the sentences in Aguiar I and Aguiar II, which were then
factored into the sentence in Aguiar III. Despite these layers
of complexity, the Court finds that Aguiar has no valid basis
for challenging his past federal convictions.
Even assuming that Daniels does not bar further collateral
review of the expired federal sentences, the Supreme Court held
post-Daniels that a habeas corpus petitioner must have “act[ed]
diligently to obtain the state-court order vacating his
predicate conviction.” Johnson v. United States, 544 U.S. 295,
310 (2005). In Johnson, the Court determined that a vacated
state court conviction is a “fact” that triggers the one-year
limitations period for filings under Section 2255. Id. at 306-
07. To be timely, however, the petitioner must have acted with
due diligence. The Supreme Court expressed concern that “a
petitioner might wait a long time before raising any question
about a predicate conviction,” and that Section 2255’s principal
purposes would be undermined by “letting a petitioner wait for
as long as the enhancement makes no difference in his actual
imprisonment, while the predicate conviction grows increasingly
stale and the federal outcome is subject to question.” Id. at
307. Johnson held that “diligence can be shown by prompt action
on the part of the petitioner as soon as he is in a position to
realize that he has an interest in challenging the prior
conviction with its potential to enhance the later sentence.”
Id. at 308.
In this case, the state court expunged Aguiar’s state court
convictions in 2023. The expunged convictions themselves dated
back over 25 years. Indeed, Aguiar argues that those expunged
convictions enhanced both his 1995 and 2001 sentences.
Consequently, Aguiar was clearly “in a position to realize that
he ha[d] an interest in challenging the prior conviction[s]”
decades ago. Id. Nothing in the record suggests that he
diligently pursued state court expungements at that time.
Therefore, to the extent Aguiar claims he can bypass Daniels and
revive his collateral remedies based on the expunged state court
convictions, Johnson forecloses his claims.
Aguiar’s arguments for resentencing also lack factual
support. For example, he claims that without the state court
convictions, his sentencing range in 1995 would have been
reduced such that, under the applicable Sentencing Guidelines,
the 1995 sentence would not have been long enough to count
toward career offender status. Specifically, Aguiar contends
that without an underlying state felony, his Guideline range in
1995 would have been 6-12 months and thus would not have counted
toward his status as a career offender in 2011. See U.S.S.G. §§
4B1.2, 4A1.1, 4A1.2(e) (2011). That argument not only fails to
apply the required offense level adjustments to the 1995
sentence, but also relies on significant speculation. For
example, Aguiar assumes that Judge Parker would not have found
him to be a “prohibited person,” notwithstanding his possession
of marijuana and his subsequent admission to using drugs at the
time of the offense.1 Aguiar also assumes that his subsequent
1 As a prohibited person, Aguiar’s base offense level for
stealing a firearm would have been 14, with a two-level increase
because the weapons were stolen, a two-level increase for
multiple counts, and a three-level decrease for acceptance of
responsibility. The resulting Total Offense Score would be 15,
resulting in a sentencing range of 18-24 months under the 1995
Guidelines. See U.S.S.G. §§ 2K2.1(a)(6), 2K2.1(b)(4), 3D1.4,
3E1.1 (1995).
revocation of probation, for which he received a sentence of 12
months and one day, would not have added time to his sentence.
He further assumes that Judge Parker would have imposed
concurrent, rather than consecutive, sentences on his two-count
conviction. Aguiar similarly speculates that without his state
court criminal record, his sentencing range in 2001 would have
been reduced and the Court would have sentenced him to the low
end of that range. Aguiar is not entitled to relief based on
such speculation.
Aguiar also contends that, as a result of a state court
lawsuit, he obtained documents from his defense attorney that
support his claims. Aguiar provides little detail about those
documents, aside from stating that he “was able to discover
documents that Attorney Williams had withheld from Mr. Aguiar in
2001 and destroyed in December 2010, proving that his 2001
guilty plea was involuntary and [sic] was innocent of his 2001
conviction.” ECF No. 845-1 at 27. Aguiar’s memorandum cites a
letter from Attorney Williams’ former law firm explaining that
the firm downsized its storage space in 2010, which required
shredding “many of our older case files,” and that Aguiar’s
“2001 case was among those shredded.” ECF No. 845-2 at 326. A
law firm’s shredding of an old case file does not support an
inference that the materials in that file proved the client’s
innocence. The Court thus cannot provide relief on that basis.
In sum, Aguiar may not challenge either Aguiar I or Aguiar
II merely because they enhanced his current sentence. Those
convictions are entitled to a presumption of finality, see
Daniels, 532 U.S. at 382, and neither the controlling law nor
the facts of this case allow for relief.
B. The Current Conviction and Sentence
Aguiar has previously challenged his 2011 conviction and
sentence on various grounds, including ineffective assistance of
counsel and allegations of improper conduct by the Court.
Although he raises many of those issues again in his current
Section 2255 motion, the Court declines to address those
arguments because they are beyond the Second Circuit’s mandate.
In fact, doing so would violate the statutory requirement that a
district court refrain from considering a “second or successive”
petition without approval from the Court of Appeals. 28 U.S.C. §
2244(b)(3)(A). The Second Circuit stated that Aguiar’s habeas
corpus challenge is not barred as successive “because Petitioner
seeks to challenge his [2011] sentence based on recently
expunged state court convictions.” ECF No. 840 at 2. The Court
must therefore consider the impact of the state court
expungements on Aguiar’s current sentence.
While the state court convictions would have impacted the
calculation of Aguiar’s criminal history points in 2011, their
expungement would not have altered his designation as a career
offender. Aguiar had two predicate felony convictions for
controlled substance offenses (Aguiar I and Aguiar II) that
rendered him a career offender. See U.S.S.G. § 4B1.1(a) (2011).
Consequently, even if the state court convictions were no longer
considered, he would still be sentenced under criminal history
category VI, and his resulting sentence would not be impacted.
Aguiar’s motion to be resentenced, to strike, revise, amend, and
conform to the evidence (ECF No. 825), as well as his motion for
habeas corpus relief under 28 U.S.C. § 2255 (ECF No. 845), are
therefore denied.
II. Motions for Appointment of Counsel
Aguiar has two motions for appointment of counsel pending
before the Court, one filed prior to the Second Circuit’s recent
mandate and one since. As discussed previously, this Court twice
appointed counsel to assist Aguiar with his latest arguments for
resentencing. Both attorneys reviewed the case and subsequently
moved to withdraw.
There is no constitutional right to representation by
counsel in habeas corpus proceedings. See Pennsylvania v.
Finley, 481 U.S. 551, 555 (1987). When reviewing a request for
appointment of counsel, the Court first considers whether
petitioner’s claims are “likely to be of substance.” Hodge v.
Police Officers, 802 F.2d 58, 61 (2d Cir. 1986). The Court will
consider other factors only if the movant meets this threshold
requirement. Id. at 61–62. Here, the Court has reviewed Aguiar’s
claims and determined that they are not “likely to be of
substance.” Id. Accordingly, his renewed motions for appointment
of counsel (ECF Nos. 839, 844) are denied.
III. Motion for Recusal
Aguiar has also moved the Court for recusal. A judge is
required to recuse himself from “any proceeding in which his
impartiality might reasonably be questioned.” 28 U.S.C. §
455(a). An objective test applies: the judge must determine
“whether an objective, disinterested observer, fully informed of
the underlying facts, would entertain significant doubt that
justice would be done absent recusal.” In Re Basciano, 542 F.3d
950, 956 (2d Cir. 2008) (alterations and internal quotation
marks omitted). A showing of bias or partiality must ordinarily
be based on “extrajudicial conduct . . . not conduct which
arises in a judicial context.” Lewis v. Tuscan Dairy Farms,
Inc., 25 F.3d 1138, 1141 (2d Cir. 1994) (internal quotation
marks and citation omitted). “[J]udicial rulings alone almost
never constitute a valid basis for a bias or partiality motion.”
Liteky v. United States, 510 U.S. 540, 555 (1994).
Aguiar’s motion focuses on actions taken by the Court in
its judicial capacity. Specifically, Aguiar claims the Court
improperly involved itself in plea negotiations when meeting
with defense counsel and the government’s attorney; signed a
wiretap application that lacked certain information; approved
defense counsel’s hiring of a former Burlington police officer
as an investigator; and has acted as the “sole gatekeeper” for
each of his civil and criminal cases. ECF No. 842 at 1.
While Aguiar contends that the Court “is using . . . the
business of the courts to serve his own interests,” he offers no
factual support for that allegation. Id. Nor has he demonstrated
“deep-seated and unequivocal antagonism.” S.E.C. v. Razmilovic,
738 F.3d 14, 29-30 (2d Cir. 2013). As to his contention that the
Court is the “sole gatekeeper” for his claims, Aguiar has filed
several appeals to the Second Circuit and continues to have
access to that court for appellate review. Because Aguiar’s
claims center on judicial conduct and offer no facts to support
claims of either extrajudicial conduct or bias, his motion to
recuse (ECF No. 842) is denied.
Conclusion
For the reasons set forth above, Aguiar’s pending motions
(ECF Nos. 825, 839, 842, 844, 845) are denied.
DATED at Burlington, Vermont, this 23rd day of December,
2025.
/s/ William K. Sessions
Hon. William K. Sessions
U.S. District Court
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