United States v. Simmons

Court of Appeals for the Second Circuit·Decided June 1, 2026·No. 23-7400·Published

Opinion

23-7400-cr (L) United States v. Simmons

In the

United States Court of Appeals For the Second Circuit

August Term 2024

Argued: February 12, 2025 Decided: June 1, 2026

Docket Nos. 23-7400-cr (Lead), 23-8062-cr (Con)

UNITED STATES OF AMERICA, Appellee,

—v.—

WINSOME WHITE, AKA WYNSOME WHITE, AKA PEARL, DONNIE BETHEA, JR., AKA DONNIE BETHEA, JR., AKA DON BETHEA, JR., DARLENE BORINGTON,

Defendants,

ASHLEY SIMMONS, AKA ROBERT SIMMONS, AKA ASH, Defendant-Appellant.

Appeal from the United States District Court for the Eastern District of New York Nos. 23-cr-304-1 / 09-cr-351-1, I. Leo Glasser, Judge.

Before: KEARSE, SACK, and LEE, Circuit Judges.

Defendant-Appellant Ashley Simmons appeals from the revocation of his supervised release, as well as his conviction for failing to appear at his violation of supervised release (“VOSR”) hearing, in violation of 18 U.S.C. § 3146. He challenges the district court’s decision to proceed with his VOSR hearing in his absence; the imposition of consecutive sentences for his supervised release violations and failure to appear conviction, based on the court’s belief that consecutive sentences were required under 18 U.S.C. § 3146(b)(2); and the overall constitutionality of supervised release revocation proceedings.

Upon due consideration, we hold that Simmons knowingly and voluntarily waived his right to be present at his VOSR hearing and that any potential error by the district court in electing to proceed with the hearing in Simmons’s absence was harmless. We further hold that the district court cannot have plainly erred by imposing consecutive sentences under § 3146(b)(2) because the statute’s applicability in this context constitutes an unsettled area of law. Finally, we affirm the constitutionality of supervised release. Accordingly, we AFFIRM the judgment of the district court.

Judge Kearse concurs in a separate opinion.

DANIEL J. MARCUS (Nicholas Moscow, on the brief), Assistant United States Attorneys for Breon Peace, United States Attorney for the Eastern District of New York, Brooklyn, NY, for Appellee.

BRIAN A. JACOBS (A. Dennis Dillon, on the brief), Morvillo Abramowitz Grand Iason & Anello PC, New York, NY;

Bobbi C. Sternheim, Law Offices of Bobbi C. Sternheim, New York, NY, for Defendant-Appellant.

EUNICE C. LEE, Circuit Judge:

Defendant-Appellant Ashley Simmons appeals from the revocation of his supervised release, as well as his conviction for failing to appear at his violation of supervised release (“VOSR”) hearing, in violation of 18 U.S.C. § 3146. He challenges the district court’s decision to proceed with his VOSR hearing in his absence; the imposition of consecutive sentences for his supervised release violations and failure to appear conviction, based on the court’s belief that consecutive sentences were required under 18 U.S.C. § 3146(b)(2); and the overall constitutionality of supervised release revocation proceedings.

Upon due consideration, we hold that Simmons knowingly and voluntarily waived his right to be present at his VOSR hearing and that any potential error by the district court in electing to proceed with the hearing in Simmons’s absence was harmless. We further hold that the district court cannot have plainly erred by imposing consecutive sentences under § 3146(b)(2) because the statute’s applicability in this context constitutes an unsettled area of law. Finally, we affirm the constitutionality of supervised release. Accordingly, we AFFIRM the judgment of the district court.

I. BACKGROUND

In October 2021, while on supervised release under the authority of the Eastern District of New York (“EDNY”) for a 2009 fraud conviction, Simmons was charged with twelve violations of the conditions of his release, including wire fraud upon the Small Business Administration (“SBA”) by fraudulently inducing a loan under the SBA’s COVID-related Economic Impact Disaster Loans program, travel outside of the district without permission from his probation officer, and communication with convicted felons without permission from his probation officer.

On March 24, 2022, the district court was scheduled to hold a VOSR hearing on a number of Simmons’s charged violations, 1 but he failed to appear. To allow defense counsel an opportunity to contact Simmons and afford him a chance to appear, the district court adjourned the proceedings for approximately half an hour. When Simmons still did not appear, the district court directed that a warrant be issued for his arrest and proceeded with the hearing in his absence.

1 The government presented evidence at the hearing regarding charges 1–3, 5, and 7–9, but elected not to put on evidence of charges 4 and 6. Charges 10–12 were dismissed at the hearing.

In so doing, the district court found that Simmons had been informed of the date and time of the hearing and had therefore knowingly and voluntarily waived his right to be present. Upon balancing the private and public interests at stake, the district court further concluded that proceeding with the hearing was appropriate, especially given that two witnesses had traveled significant distances, from Texas and New Jersey, in order to testify.

As to the merits of the violations, Simmons’s counsel conceded that there were airline flights in Simmons’s name to locations outside the district and corresponding out-of-district charges to a bank account in his name, and that SBA funds were fraudulently obtained and deposited into a bank account in Simmons’s name. With this record, and the government’s corroborating proof, the district court found that there was “overwhelming” evidence to establish that Simmons violated the terms of his supervised release. Appellant’s App’x at 155 (No. 23- 8062). The district court did not sentence Simmons at that time.

More than a year later, in May 2023, Simmons was arrested on unrelated charges in Florida and subsequently returned to the EDNY. There, he pleaded guilty to an information charging him with knowingly and intentionally failing to appear at the VOSR hearing, in violation of 18 U.S.C. § 3146(a)(1). The district

court held a combined sentencing proceeding for the supervised release violations and the conviction for failure to appear, ultimately imposing an 18-month sentence for the release violation based on the fraud conviction, to run concurrently with 12-month sentences on each of the remaining VOSR charges, and a 30-month sentence for Simmons’s failure to appear at the VOSR proceeding. The court specified that the VOSR and failure to appear sentences were to run consecutively because “the statute requires it.” Appellant’s App’x at 255 (No. 23-8062).

II. DISCUSSION

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