[9] Silverman began his career on television, with a recurring role on the sitcom Gimme A Break!

He has also made guest appearances on Friends (in the episode "The One with the Birth"),[12] CSI: Miami,[13] Psych, Hot in Cleveland, and White Collar.

In 2014, he guest starred on Law & Order: Special Victims Unit as a controversial standup comedian.

[15] In 2004, Silverman was a participant in the first-ever US television advertising campaign supporting donations to Jewish federations.

[16] In 2014, Jonathan won Best Supporting Actor for his role as Johnny in National Lampoon's Snatched at the Hoboken International Film Festival.