United States v. Winston Oliver, II

133 F.4th 329
Court of Appeals for the Fourth Circuit·Decided April 8, 2025·No. 23-4544·Published·Cited by 7 cases

Opinion

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.

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

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

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.

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 Love, wherein she asserted that Judge Roderick Young of the Eastern District of Virginia, then an Assistant United States Attorney, threatened her and forced her to testify against Oliver. 3 In the affidavit, she also recanted her prior testimony that Oliver admitted to his role in the robbery. Because the bench of the Eastern District of Virginia selected Judge Young to serve as a magistrate judge, Oliver argued that it had already endorsed his character and thus a reasonable person could question their impartiality.

The district court held a hearing on the motion to recuse. On the witness stand, Love changed her account yet again, now denying that now-Judge Young pressured her. She testified that Oliver drafted the affidavit and she did not know who Judge Young was at

3

Although the affidavit refers to Judge Young as “D.A. Roderick,” he was an Assistant United States Attorney at that time.

the time she signed it, but that she signed it because her daughter asked her to do so. She also testified that Oliver requested that she find a girl named Brittney and get her to sign an affidavit stating that she was the driver. Based on this and other record evidence, the district court denied the motion, concluding that Oliver’s accusations were without merit.

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

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