His first film appearance was in the film Sister Act 2: Back in the Habit in 1993 playing the role of a 'security guard', he had also made appearances in films like Armageddon, Life which starred Eddie Murphy and Martin Lawrence, and Half Past Dead; in 2006, he had completed his appearance Crime/Drama film A Day in the Life, later he had died of a stroke in May.

Taliferro also directed a film called Steppin: The Movie which was completed in 2007. Bear was best known for his roles in the films Bad Boys, Life, Half Past Dead, Ride or Die and Blue Hill Avenue.