2008-2021: Stand-up and acting After graduating high school Winfield moved to Sacramento, California to live with his dad. While there, he enrolled in the city’s
California State University (which he later graduated from) and began pursuing a career as a stand-up comedian. Early in his career he also pursued acting, landing his first role as a recurring character on the TV show
The Office. He also appeared in a number of other TV shows and films, including
Gary Busey: Pet Judge and
Conversations in L.A. In 2018 for his role in Conversations in L.A. he won a Daytime Emmy award for Outstanding Guest Performer in a Digital Daytime Drama Series. Winfield later moved to
Los Angeles. In 2019 he was splitting his time between there and
New York City.
2022-2023: America's Got Talent In 2022 he appeared on the
17th season of
America's Got Talent, placing 6th. A year later he appeared on
America's Got Talent: All-Stars, where he received a Golden Buzzer from judge
Simon Cowell. == Personal life ==