Berg put his acting aspirations on hold when he first arrived in Los Angeles, choosing instead to learn about the film Business as a production assistant. He acted in 21 Jump Street and Quiet Victory: The Charlie Wedemeyer Story (both in 1988). He acted in Never on Tuesday, Miracle Mile, Race For Glory, Shocker, Heart of Dixie, Tale of Two Sisters and Going Overboard in 1989. He acted in Genuine Risk and Forradalom után in 1990. He appeared in Late for Dinner and Crooked Hearts in 1991. In the early 1990s, he appeared in A Midnight Clear, A Case for Murder, Fire in the Sky, Aspen Extreme, Across the Moon, Uneviled and F.T.W.