One of Owen's earliest roles was in a local theater performance at Arcata High School where he played the title role in a performance of Peter Pan. This initial outing was what galvanized him to become an actor later in life. In 1985, Owens made his television debut on the second season of the NBCsitcomThe Cosby Show as Sondra Huxtable's boyfriend Elvin Tibideaux. Tibideaux married Sondra and became a regular character in 1987 and appeared on the series until it ended in 1992. He has appeared as himself on the FX sitcom It's Always Sunny in Philadelphia. In the season 3 episode "The Gang Gets Invincible" he appears at the Philadelphia Eagles' public tryouts as an actor pretending to be Donovan McNabb doing a plug for McDonald's but the gang recognize him as "that guy from The Cosby Show" who played "Sondra's husband ... ". In the season 7 episode "Frank's Pretty Woman" he plays the same character, this time pretending to be Tiger Woods. Dee, however, recognizes him and calls him out as the guy who pretended to be McNabb at the Eagles' tryouts. He then admits he is not Tiger Woods but then claims to be actor Don Cheadle. In 2007, Owens guest-starred as Eddie's father in the That's So Raven episode "The Way We Were". He also appeared on the season premiere of NBC's Las Vegas. In 2008, he appeared alongside Paul Campbell, Andy Griffith, Doris Roberts, Liz Sheridan, Marla Sokoloff and Juliette Jeffers in the romantic comedyPlay The Game. In 2010, he appeared on ABC Family's The Secret Life of the American Teenager as a court-appointed mediator. He also appeared on the ABC show FlashForward in the episode "The Garden of Forking Paths", playing a researcher. In 2011, Owens portrayed the role of Casca at the Shakespeare Theatre Company in its Free-For-All production of Julius Caesar. In 2015, he portrayed an obstetrician on the NBC drama series The Slap, in an episode entitled "Ritchie". In 2017, he portrayed an assistant dean on the FOX drama series Lucifer, in an episode entitled "Deceptive Little Parasite". In 2018, photos of Owens working in a Trader Joe's were published by The Daily Mail, which many characterized as "job shaming." Owens agreed with the "job shaming" characterization, due to the unwanted attention severed his employment at Trader Joe's. The story led producer Tyler Perry to offer Owens a ten-episode role in The Haves and the Have Nots. Owens also booked a guest-starring role on and supporting roles in the films Fatale and Hide and Seek. In 2020, he starred in the film, Impossible Monsters, where he played a police detective. "I’m usually cast as dads, lawyers, doctors, teachers, and so to play a detective it was really fun," he said.