[2] Weiss began acting when he was a child, when he appeared in local TV commercials in Chicago.
He performed in the 1991 series Dark Shadows, as well as in the film Jeffrey and a recurring role in Crossing Jordan.
Weiss starred in the NBC-TV primetime drama The Pretender for four seasons as the lead character Jarod.
In February 2006, Weiss attended a benefit with his former Pretender co-stars Andrea Parker and James Denton for Cure Autism Now.
[3] Weiss joined the cast of Impressionism, a play by Michael Jacobs and directed by Jack O'Brien.