Jessie T. Usher’s first professional acting job was in an episode of CBS’s Without a Trace in 2005. In 2007, he appeared in an episode of the Disney Channel original series Hannah Montana. In 2011, Usher starred in the Cartoon Network television film Level Up. The film spawned a television series in which Usher would reprise his role as Lyle Hugginson which lasted two seasons. He later voiced American Boy in the 2013 documentary Teenage. In 2014, Usher appeared in the film When the Game Stands Tall. In March 2014, Usher was cast as the lead in Survivor’s Remorse, executive produced by NBA player LeBron James.
In 2016, Usher appeared in Independence Day: Resurgence. Later that year, Usher co-starred in the Christmas themed comedy-drama Almost Christmas opposite Danny Glover and Kimberly Elise. In 2019, Usher played the lead in a sequel to the 1971 film Shaft, starring as the son of Samuel L. Jackson’s character from the 2000 film, and the grandson of the original Shaft, played by Richard Roundtree.
In January 2018, it was announced that Usher has been cast as A-Train in the Amazon Studios series The Boys, which is based on Garth Ennis and Darick Robertson comic book with the same name.
In April 2020, he starred with Camila Mendes in the Netflix film Dangerous Lies. He also appeared as Davon in AMC’s Tales of The Walking Dead.
In September 2022, he appeared in the psychological horror film Smile.