United States v. Shawn Pena
CourtCourt of Appeals for the Seventh Circuit
Date FiledAugust 5, 2026
Docket25-1691
JudgeMaldonado
StatusPublished
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Full Opinion
In the
United States Court of Appeals
For the Seventh Circuit
____________________
No. 25-1691
UNITED STATES OF AMERICA,
Plaintiff-Appellee,
v.
SHAWN PENA,
Defendant-Appellant.
____________________
Appeal from the United States District Court for the
Northern District of Illinois, Eastern Division.
No. 1:20-cr-00858 — Martha M. Pacold, Judge.
____________________
ARGUED OCTOBER 29, 2025 — DECIDED AUGUST 5, 2026
____________________
Before SYKES, ST. EVE, and MALDONADO, Circuit Judges.
MALDONADO, Circuit Judge. After Shawn Pena violated nu-
merous conditions of his supervised release, the district court
revoked his supervision. Although Pena and the government
jointly recommended a 14-month revocation sentence, the
district court imposed a 24-month sentence, followed by one
year of supervised release. Pena appeals, challenging various
aspects of the revocation hearing, the government’s compli-
ance with the plea agreement, the district court’s
2 No. 25-1691
considerations in determining his sentence, and the constitu-
tionality of one condition of supervised release. We affirm the
revocation sentence, but we vacate the supervised release con-
dition and remand for further clarification.
I
In 2021, Shawn Pena pleaded guilty to conspiracy to en-
gage in interstate transportation of stolen goods, 18 U.S.C.
§§ 371, 2314. He was sentenced to 37 months’ imprisonment,
followed by 36 months of supervised release. Pena’s super-
vised release began in June 2023.
In January 2024, Pena’s probation officer submitted two re-
ports to the district court alleging that Pena violated multiple
release conditions: He was arrested in Indiana for two thefts
and did not notify probation; he travelled outside the North-
ern District of Illinois without permission; he failed to advise
probation of his new address; and he associated with a known
felon. When Pena did not appear at a January 2024 hearing to
address these alleged violations, the court issued a warrant
for his arrest.
Pena remained a fugitive for over a year until April 7, 2025,
when he was arrested in West Chicago, Illinois on new
charges of criminal damage to property, resisting an officer,
and fleeing police in a motor vehicle. Probation reported this
additional violation to the district court.
Two days after this arrest, Pena appeared in the district
court, and, through counsel, confirmed that he reviewed the
January 2024 violation reports. After the district court sum-
marized all the violations alleged in the then-three pending
reports, Pena’s counsel agreed that the court need not provide
additional details and stated that Pena was not requesting a
No. 25-1691 3
preliminary hearing. Counsel then conferred with Pena and
requested to continue the revocation hearing.
The next day, April 10, 2025, probation filed yet another
report, alleging three new violations stemming from yet an-
other arrest in Wisconsin in June 2024: theft, travelling outside
the District without permission, and associating with a
known felon.
At the start of the continued revocation hearing on April
16, 2025, the district court asked if Pena had received proba-
tion’s April 10 violation report. Pena had not, but his counsel
said she had received it along with the police reports related
to the West Chicago arrest. She confirmed that she had dis-
cussed the April 10 report with Pena over the phone, and she
brought copies of the violation reports and police reports to
the hearing for him. At the court’s request, the probation of-
ficer summarized the police reports from the West Chicago
incident, detailing that Pena had fled during an attempted
traffic stop, barricaded himself in a gas station bathroom, and
hid in and fell through ceiling tiles, injuring an officer. The
court asked Pena how he wished to proceed and if he
“need[ed] any more time?” After a short recess to discuss with
his counsel, Pena declined the court’s offer, electing to pro-
ceed with the hearing.
Pena’s counsel explained to the court that Pena and the
government had come to an agreement under which Pena
would admit to four lower-level (Grade C) violations, and the
government would dismiss the remaining alleged violations,
including those related to Pena’s multiple theft arrests. The
guidelines’ policy range for the admitted violations was 8–14
months, and Pena’s counsel explained that the parties agreed
that a 14-month sentence would be appropriate. Pena’s
4 No. 25-1691
counsel further expressed that no additional term of supervi-
sion would be needed.
The government confirmed that 14 months would be a
“reasonable resolution to this matter” and an “appropriate
use of resources.” The government also “acknowledge[d] that
probation does not agree it’s a reasonable resolution,” in large
part because of Pena’s “terrible record” that has continued
even after the age of 40, and “that the Court [in its discretion]
can go over the 14 months.” But ultimately, the government
agreed “that [defense counsel] is right” and that courts do not
usually “go[] over the range on Grade C violations.” The gov-
ernment parted ways with Pena on the question of supervised
release, recommending one year.
In contrast, probation recommended the statutory maxi-
mum sentence of 24 months, followed by one year of super-
vised release. At the hearing, the probation officer argued that
Pena posed a risk to the community and to businesses and
opined that “eventually somebody is going to get hurt.” She
acknowledged that the theft-related violations were being
dropped but stated that “Pena has a history since he was 18
years old of traveling across the country and committing
thefts.” She also pointed out that Pena had been a fugitive out-
side of the district for the prior 15 months with no contact
with probation. Pena’s counsel objected that probation should
not “have an adversarial role in the supervised release revo-
cation process and should not be perceived as surrogate pros-
ecutors.” The government responded that probation was
simply “conveying to the Court their neutral opinion of what
they’re seeing in supervising this defendant.”
The district court agreed with the government and proba-
tion that a year of additional supervised release would be
No. 25-1691 5
appropriate based on Pena’s “long criminal history . . . of ba-
sically traveling around the country and committing thefts.”
The court also agreed that Pena’s lengthy lack of contact with
probation “increase[d] the risk to the community.” And, it
continued, additional supervision would hopefully help
“maximize” Pena’s chances of reintegration and rehabilita-
tion.
Pena’s counsel objected to one of the supervised release
conditions as unconstitutionally vague. Special Condition 13
required that if Pena’s probation officer determined he was “a
risk to another person,” the officer could require Pena to “tell
the person about the risk.” Pena’s counsel argued that the con-
dition was “vague in the way that it’s worded” and was not
“properly keyed to the facts here” because there were no in-
dividual victims in the case. The district court overruled the
objection, noting Pena’s lengthy criminal history, “repeated
pattern of arrests,” and “sheer number of police contact[s].”
The district court then settled on a 24-month sentence of
incarceration. Its primary reason for going above the parties’
recommended sentence was “the risk to the community.” It
again voiced concerns about Pena’s extensive criminal history
and pattern of conduct. And, discussing the West Chicago po-
lice report, the court emphasized the dangerousness of the
conduct alleged in the dismissed violations. The court
acknowledged that “it’s rare to go above guidelines for Grade
C violations,” but it felt that doing so here was justified
“based on the danger to the community.”
Before imposing the sentence, the court asked if the de-
fense had “any objections to the procedure so far.” Pena’s
counsel responded, “No.” At the end of the proceeding, the
district court again asked if Pena had “any objections or
6 No. 25-1691
arguments” that were not adequately addressed. Pena’s coun-
sel again answered no.
II
On appeal, Pena brings multiple challenges to his revoca-
tion sentence. He argues that the district court should not
have considered the police reports related to the dismissed
theft violations, that the prosecution breached its plea agree-
ment, that the district court improperly considered retribu-
tion when determining his sentence, and that Special Condi-
tion 13 is unconstitutional. We address each argument in turn.
A
Pena raises several different arguments related to the po-
lice reports that were discussed at his revocation hearing.
None of them is availing.
First, Pena argues that he did not receive sufficient
advance notice of the April 2025 police reports to prepare a
defense, which violated his due process rights and FED. R.
CRIM. P. 32.1(b)(2)’s disclosure, written notice, and cross-
examination guarantees. But Pena explicitly waived these
arguments by agreeing to move forward with the revocation
hearing. “Waiver occurs when a party intentionally
relinquishes a known right[.]” United States v. Harris, 102 F.4th
847, 851 (7th Cir. 2024) (citing United States v. Flores, 929 F.3d
443, 447 (7th Cir. 2019)). The court asked Pena if he needed
more time to review the reports, and he chose instead to
proceed. Declining the offer of more time to prepare is
quintessential waiver of the Rule 32.1(b)(2) disclosure and
notice requirements. See id. at 850–51. For the same reasons,
Pena also waived his opportunity to challenge the accuracy of
No. 25-1691 7
the reports through cross-examination of the officers. See id.;
FED. R. CRIM. P. 32.1(b)(2)(C).
Second, Pena argues that because the parties agreed to dis-
miss the theft violations, the district court violated the party
presentation principle by considering the related police re-
ports. Under that principle, “we rely on the parties to frame
the issues for decision” and limit courts to deciding “only
questions presented by the parties.” United States v. Sineneng-
Smith, 590 U.S. 371, 375–76 (2020). But this principle is simply
inapplicable here. The court did not answer an unasked ques-
tion, such as whether the dismissed violations actually oc-
curred, when it considered the police reports. Instead, the
court’s use of the reports was limited. The court considered
the West Chicago reports, which noted that a police officer
was injured in the incident, alongside Pena’s supervised re-
lease violations and his criminal history to determine whether
Pena posed a danger to the community. And public safety
was a permissible factor for the court to consider when decid-
ing the appropriate sentence for the admitted violations. See
18 U.S.C. §§ 3583(c), 3553(a)(2)(C).
Third, Pena suggests that the district court improperly
presumed that the allegations in the police reports were
reliable, arguing that reliability of the reports was never
established. But a sentencing court has wide discretion to
consider a defendant’s criminal history, including police
reports, when the information has “sufficient indicia of
reliability to support its probable accuracy” and “the
defendant has failed to object to th[e] underlying facts.”
United States v. Mansfield, 21 F.4th 946, 957 (7th Cir. 2021)
(quoting United States v. Guajardo-Martinez, 635 F.3d 1056,
1059 (7th Cir. 2011)). The police reports here “at least arguably
8 No. 25-1691
contain[ed] reliable information about [Pena]’s prior similar
adult conduct” and Pena did not object to facts within them.
See id. In fact, Pena himself corroborated the reports in part,
noting that he was also injured during the West Chicago
incident. Thus, it was not error for the court to consider the
reports.
B
Next, Pena argues that the government breached its agree-
ment to jointly recommend a 14-month sentence when it
(1) told the district court that it had the discretion to impose a
higher sentence, and (2) did not oppose probation’s 24-month
recommendation. Although the government’s advocacy for
the agreed-upon sentence was arguably tepid and often fo-
cused on aggravating factors, its conduct did not amount to a
breach of the agreement.
Because Pena failed to raise this challenge in the district
court, it is forfeited, and we review for plain error. See United
States v. Taylor, 909 F.3d 889, 893 (7th Cir. 2018) (citing Puckett
v. United States, 556 U.S. 129, 135–36 (2009)). Thus, Pena can
only prevail if “there was [an] error; the error was plain or
obvious; the error affected his substantial rights; and the error
seriously affects the fairness, integrity, or public reputation of
judicial proceedings.” United States v. Orlando, 823 F.3d 1126,
1134 (7th Cir. 2016) (alteration in original).
Here, there was no error—plain or otherwise. First, the
fact that the government reminded the district court that it
had discretion to impose a sentence greater than 14 months is
not indicative of a breach. The government’s recognition of a
basic legal principle was not an invitation for the court to
stray from the agreed-upon recommendation. See United
No. 25-1691 9
States v. Hauptman, 111 F.3d 48, 51 (7th Cir. 1997); compare
United States v. Diaz-Jimenez, 622 F.3d 692, 696 (7th Cir. 2010)
(finding breach when government stated, “I suppose a larger
sentence could be appropriate,” and that the lower sentence
was the “least amount that is necessary[.]”).
Second, the government’s failure to oppose the recom-
mendation by probation is neither here nor there. Probation
was entitled to make its own recommendation, separate from
the government’s. See United States v. Veteto, 945 F.2d 163, 166
(7th Cir. 1991) (noting that probation “acts as an arm of the
court” and has a duty to “make a recommendation to the
judge”). The government was not obligated, by the terms of
the agreement or otherwise, to push back against probation’s
recommendation. Further, the prosecutor’s discussion of ag-
gravating sentencing factors when she acknowledged the rea-
soning underlying probation’s recommendation did not con-
stitute breach. See Campbell v. Smith, 770 F.3d 540, 548 (7th Cir.
2014) (citing United States v. Benchimol, 471 U.S. 453, 455–56
(1985)) (“The Constitution does not require that a prosecutor
‘enthusiastically’ make an agreed-upon sentencing recom-
mendation.”); see also United States v. Rachuy, 743 F.3d 205, 209
(7th Cir. 2014) (no breach where government “never advo-
cated for a higher sentence” and repeatedly recommended
the agreed-upon sentence, despite referencing defendant’s
criminal history).
Pena also argues that the probation officer improperly
acted as an advocate and “took on an adversarial role” at the
hearing. We disagree. Probation officers are “neutral infor-
mation gatherer[s],” United States v. White, 868 F.3d 598, 604
(7th Cir. 2017), who “compile information and make [] recom-
mendation[s] to the judge,” Veteto, 945 F.2d at 166. While we
10 No. 25-1691
have cautioned that probation officers may “not take on the
role of an adversary[,]” the officer here did not cross that line.
See United States v. Peterson, 711 F.3d 770, 778 (7th Cir. 2013).
She made no “inflammatory and unprofessional statements.”
See White, 868 F.3d at 604. Nor did her statements “find[] scant
support in the record.” See id. Rather, the officer highlighted
the 15 months that Pena was a fugitive and his long criminal
history, all facts within the record. And, based on those pat-
terns and her experience, the officer opined that Pena posed a
risk to the community. We see nothing inappropriate in those
comments.
C
Pena next contends that the district court improperly con-
sidered retributive factors when determining his revocation
sentence. The parties disagree on the proper standard of re-
view, but the district court did not err under any standard, so
we need not resolve that dispute. Even under de novo review,
the district court did not consider retribution when determin-
ing Pena’s sentence.
Under 18 U.S.C. §§ 3583(c), (e)(3), a court may sentence a
defendant to a term of imprisonment upon revocation of su-
pervised release after considering deterrence, public safety,
and rehabilitation. But courts may not consider the retributive
factors of § 3553(a)(2)(A) in revocation proceedings, such as
the need for the sentence imposed to reflect the seriousness of
or provide just punishment for the “underlying crime of con-
viction,” or to promote respect for the law. Esteras v. United
States, 606 U.S. 185, 193–97 (2025).
Pena argues that the district court considered his underly-
ing conviction when it cited to his history of thefts and
No. 25-1691 11
discussed the dangerousness of such conduct. According to
Pena, dangerousness was a proxy for the seriousness of his
original crime. He says that the court also considered the need
to promote respect for the law when discussing how Pena’s
thefts were repeated behavior. In his view, this discussion im-
plied that he did not respect the law.
We disagree with Pena’s characterization of the district
court’s considerations. The court focused on the need to pro-
tect the public and deterrence, not retribution. It repeatedly
aired concerns about the “risk” Pena posed to others, explic-
itly noted the need to consider “the protection of the public,”
and stated that its decision to impose a 24-month sentence
was based “primarily [on] the risk to the community.” And
although the court emphasized that Pena’s previous thefts
were of a “very dangerous” nature, it did not say that Pena
should be punished because of that. Instead, it found that the
dangerousness of his prior conduct and his recent actions in-
dicated that “someone will get hurt.” The court also appeared
concerned about deterrence, pointing out the lengthy and re-
petitive nature of Pena’s conduct, and expressed a desire to
help him avoid “slipping back into this pattern.”
In short, nothing in this record suggests that the district
court’s sentencing decision was motivated by retribution ra-
ther than deterrence and public safety.
D
Finally, Pena challenges Special Condition 13, which states
that Pena may be required to notify third parties of “risks” if
and when his probation officer determines that he is “a risk to
another person.” Pena says this requirement is
12 No. 25-1691
unconstitutionally vague, improperly delegates judicial
power to a probation officer, and unconstitutionally compels
speech.
We can begin and end with vagueness because we have
already found similarly worded conditions to be unconstitu-
tional based on the potential breadth of terms like “risks” and
“third parties” (or in this case, “another person”). See, e.g.,
United States v. Greco, 938 F.3d 891, 897 (7th Cir. 2019); United
States v. Bickart, 825 F.3d 832, 841–42 (7th Cir. 2016). The gov-
ernment concedes that a limited remand is necessary to mod-
ify this condition. We agree. On remand, the district court
should “recast the condition in more concrete terms.” See
Greco, 938 F.3d at 897.
III
We VACATE the challenged condition of supervised re-
lease and REMAND for the limited purpose of addressing
that condition of supervised release. The 24-month prison
sentence and 12-month supervised release terms are
AFFIRMED.