Jerald began her career with small guest roles, appearing in The Paper Chase from 1984 to 1986, General Hospital in 1986, and Do The Right Thing in 1989 before playing the title character's unflappable personal assistant, Beverly Barnes, on The Larry Sanders Show. Throughout the 1990s, Jerald guest starred in several television series, including Parker Lewis Can't Lose, Star Trek: The Next Generation, Grace Under Fire, Cosby and Family Law.