His best work is seen in comedy podcast The Dollop. He hosted it with comedian Gareth Reynolds in which they present event and person from American history for its humorousness or peculiarity. He is a co-host with comedian Greg Behrendt in the podcast Walking the Room of which he is also the creator, producer, and editor. He also hosted with him the Comedy World Radio Network in 2001 and The Greg Behrendt Show in 2006-2007. He appeared as a guest in other podcasts including FOFOP. On television, he performs in many TV series like Arrested Development, Maron, Hello Ladies, The Office, Boston Legal, and Entourage. He had performed stand-up comedy for all over the world and regularly perform for Southern California. He has written AMC's Talking Dead and Maron.

He was once alleged by the history website and podcast Damn Interesting of copying their original content for use on The Dollop. After the incident, the offending episode was deleted from their website and he ensures that all episode is from proper references and all the research and writing work is done by himself.