United States v. Winston Oliver, II

133 F.4th 329
CourtCourt of Appeals for the Fourth Circuit
DecidedApril 8, 2025
Docket23-4544
StatusPublished
Cited by7 cases

This text of 133 F.4th 329 (United States v. Winston Oliver, II) is published on Counsel Stack Legal Research, covering Court of Appeals for the Fourth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
United States v. Winston Oliver, II, 133 F.4th 329 (4th Cir. 2025).

Opinion

USCA4 Appeal: 23-4544 Doc: 46 Filed: 04/08/2025 Pg: 1 of 20

PUBLISHED

UNITED STATES COURT OF APPEALS FOR THE FOURTH CIRCUIT

No. 23-4544

UNITED STATES OF AMERICA,

Plaintiff – Appellee,

v.

WINSTON SYLVESTER OLIVER, II,

Defendant – Appellant.

Appeal from the United States District Court for the Eastern District of Virginia, at Richmond. Henry E. Hudson, Senior U. S. District Court Judge. (3:11-cr-00063-HEH- DJN-2)

Argued: January 28, 2025 Decided: April 8, 2025

Before WILKINSON and AGEE, Circuit Judges, and FLOYD, Senior Circuit Judge.

Affirmed by published opinion. Judge Agee wrote the opinion in which Judge Wilkinson and Judge Floyd joined.

ARGUED: Gerald Thomas Zerkin, Richmond, Virginia, for Appellant. Daniel J. Honold, OFFICE OF THE UNITED STATES ATTORNEY, Alexandria, Virginia, for Appellee. ON BRIEF: Jessica D. Aber, United States Attorney, Erik S. Siebert, Assistant United States Attorney, OFFICE OF THE UNITED STATES ATTORNEY, Richmond, Virginia, for Appellee. USCA4 Appeal: 23-4544 Doc: 46 Filed: 04/08/2025 Pg: 2 of 20

AGEE, Circuit Judge:

In 2011, Winston Sylvester Oliver II and his co-defendant, Warren Brown, were

convicted of conspiracy to commit Hobbs Act robbery (Count 1) and attempted Hobbs Act

robbery (Count 3), in violation of 18 U.S.C. § 1951, as well as use of a firearm during and

in relation to the conspiracy to commit Hobbs Act robbery (Count 2) and the attempted

Hobbs Act robbery (Count 4), in violation of 18 U.S.C. § 924(c)(1). Between those

convictions and this appeal, Oliver’s convictions for Counts 2 and 4 were vacated,

requiring resentencing. This appeal stems from that re-sentence for his convictions on

Counts 1 and 3.

Oliver contends that the district court violated his Fifth Amendment due process and

Sixth Amendment compulsory process rights at his resentencing hearing by permitting

Brown to invoke his Fifth Amendment right against self-incrimination based on the

pending appeal of his own resentencing. He further contends that his sentence is

procedurally and substantively unreasonable. We find Oliver’s arguments lack merit and

therefore affirm the district court’s judgment.

I.

At trial, the Government showed that Oliver began making plans to rob a Mr. Fuel

truck plaza in November 2008. Through his ex-wife, Danielle Love—who was a Mr. Fuel

employee—Oliver learned the location of its security cameras and that there were large

amounts of money in its cash registers. He attempted to recruit Love for the robbery,

proposing three plans to rob the facility. These plans involved different staging areas and

2 USCA4 Appeal: 23-4544 Doc: 46 Filed: 04/08/2025 Pg: 3 of 20

exit routes, but in each plan, Oliver’s role was to drive the car while another person

committed the actual robbery. Love refused to participate and, fearing that Oliver would

commit the robbery during her shift, resigned from Mr. Fuel.

Later that year, Oliver attempted to recruit an individual identified as “New York”

to participate in the robbery. New York and Oliver discussed Mr. Fuel’s layout and its

cameras. Oliver explained that while New York robbed the store, he would be parked at

Howard Johnson, the hotel next to the Mr. Fuel, and provide New York with a gun. JA.

259. After hearing this plan, New York declined to participate.

Not deterred, Oliver persisted. In the spring of 2009, he engaged in an “[a]lmost

identical” conversation with Brown about robbing Mr. Fuel, J.A. 261, and Brown

consented to participate. In May 2010, Oliver picked Brown up in a vehicle, and they drove

to the Howard Johnson’s parking lot. Oliver then reviewed the plan to rob Mr. Fuel, handed

Brown a gun, and instructed him to rob the store. Brown took the gun from Oliver and

entered the store.

After walking around the store, Brown approached the cashier, brandished the gun,

and demanded money from the cash register. She initially refused, prompting Brown to fire

the gun at the floor near her feet. When she had difficulty opening the register, he pointed

the gun at another cashier and demanded that she open the register.

During Brown’s confrontation with the cashiers, Theodore Edmond, a customer,

entered the store. Edmond saw Brown speaking with the cashiers but did not realize Brown

had a gun until he heard a gunshot. Out of fear for the cashiers’ lives, Edmond—a former

Marine—grabbed two beer bottles from the store refrigerator and shattered them over

3 USCA4 Appeal: 23-4544 Doc: 46 Filed: 04/08/2025 Pg: 4 of 20

Brown’s head. Brown then shot Edmond in the right shoulder, right thigh, left groin, and

forehead. 1

Brown fled the store and returned to Oliver’s vehicle, and they left the area. Mr.

Fuel’s surveillance cameras captured the entire robbery. Ten days later, Oliver and Brown

were arrested. Brown admitted to his participation and informed law enforcement officers

that Oliver planned the robbery and provided him with the gun.

In July 2011, Oliver and Brown were indicted for conspiracy to commit Hobbs Act

robbery (Count 1), attempt to commit Hobbs Act robbery (Count 3), and using and carrying

a firearm during and in relation to a crime of violence under § 924(c)(1) (Counts 2 and 4).

They were convicted on all counts. Relevant here, the district court sentenced Oliver to 630

months of imprisonment—210 months concurrent on Counts 1 and 3, 120 months

consecutive on Count 2, and 300 months consecutive on Count 4. Oliver’s convictions and

sentence were affirmed on appeal. 2

Although Oliver unsuccessfully filed a motion under 28 U.S.C. § 2255 challenging

his convictions, the district court later granted his successive § 2255 motion in part given

a change in intervening law. It held that conspiracy to commit Hobbs Act robbery was no

longer a valid predicate for one of his § 924(c) convictions, and thus vacated his conviction

as to Count 2 and ordered that he be resentenced. But it denied Oliver’s motion insofar as

1 Edmond survived the shooting but has permanent injuries. 2 Brown was sentenced to 612 months of imprisonment—175 months concurrent on Counts 1 and 3, 120 months consecutive on Count 2, and 317 months consecutive on Count 4. His appeal is still pending. See United States v. Brown, No. 23-4064. 4 USCA4 Appeal: 23-4544 Doc: 46 Filed: 04/08/2025 Pg: 5 of 20

he sought to vacate his Count 4 § 924(c) convictions, concluding that attempted Hobbs Act

robbery was a valid basis for the charge. At that the subsequent hearing to account for

Counts 1, 3, and 4, the district court imposed a sentence of 610 months of imprisonment—

200 months on Count 1, 200 months on Count 3, and 210 months on Count 4 to run

consecutively.

Oliver appealed, and this Court vacated his remaining § 924(c) conviction on Count

4 and remanded for resentencing in light of United States v. Taylor, 596 U.S. 845 (2022).

United States v. Oliver, No. 19-4854, Docket No. 68 (Aug. 15, 2022) (granting motion to

remand).

Before his second resentencing hearing, Oliver moved to recuse and disqualify the

entire bench of the Eastern District of Virginia. He relied on an affidavit submitted by

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Bluebook (online)
133 F.4th 329, Counsel Stack Legal Research, https://law.counselstack.com/opinion/united-states-v-winston-oliver-ii-ca4-2025.