He is perhaps best known for his recurring role as Assistant District Attorney Leo Cohen in the television series NYPD Blue.
Silver has also had recurring roles as Dr. Paul Myers on ER and as Secret Service Agent Peter Elliott on CSI: Miami.
In addition, Silver has made many other guest appearances on various primetime series such as Star Trek: Deep Space Nine, The X-Files, Cheers, NewsRadio, Judging Amy, Once and Again, Felicity, Law & Order, Monk, Dark Blue, Bones, Vengeance Unlimited, Criminal Minds, Raising the Bar, Strong Medicine, Nip/Tuck, Veronica Mars, Brothers & Sisters, Murder in the First, and Supernatural.
He had a recurring role on Royal Pains as Ken Keller, and in 2011 he starred in the video game L.A. Noire as Edgar Kalou.
In the summer of 2019, he was also appearing in the recurring role of professional therapist Brian Currie in the series The InBetween.