[4] While at Juilliard, Conrad appeared in a stage adaptation of John Irving's novel The Cider House Rules, written by Peter Parnell and co-directed by actor Tom Hulce.
In 1996, he won a role as Leo Roth on the television series Relativity; however, he was already committed to a Pittsburgh production of the Tom Stoppard play Arcadia.
Continuing with his stage career, Conrad made his Broadway debut as Blythe Danner's much younger lover in a revival of Terence Rattigan's The Deep Blue Sea in 1998.
In 2003, Conrad appeared in a small role in the Woody Allen comedy Anything Else and was cast as Detective Ed Exley in the network adaptation of "L.A.
Confidential"; though the pilot was not picked up to series, Conrad soon found work on NBC’s Miss Match, in which he tries to win the heart of professional matchmaker Kate Fox (Alicia Silverstone).
In 2019, Conrad returned to Pittsburgh to appear on stage in The Legend of Georgia McBride where he was also interviewed and discussed his ups and downs in the industry.