He played college football at Norfolk State, Toledo and East Carolina.
He caught at least one pass in every game and scored his first collegiate touchdown against North Carolina Central.
Caught a career high nine passes in the final game of the season against Liberty.
After sitting out a season because of transfer rules, Winstead made third-team All-MAC after leading the Rockets with 25 receptions and 429 yards.
After a post on his Twitter went viral, it caught the attention of the San Francisco 49ers who signed him as the final player on their 90-man roster on May 7, 2023.
[5] On January 19, 2024, Winstead signed with the Arlington Renegades of the United Football League (UFL).