Jamie Kaler

Jamie Kaler is an American stand-up comedian and actor who has gained fame by portraying the character Mike Callahan on the TBS comedy “My Boys”. He has appeared on such talk shows as the Late Late Show as well as having a role on the sitcom How I Met Your Mother, and had a recurring role on Will and Grace. Kaler also lends his voice to the show Robot Chicken, as the suicidal blooper host. He is a member of the ACME Company, ACME Comedy Theatre’s top-level sketch company and has also made guest appearances on Friends and Monk.

Guest Appearances

September 1, 2016

Alphabetizing with Jamie Kaler.

This episode is sponsored by Casper Mattresses, Harry’s, and Indochino.

Come see us at the Now Hear This podcast festival: nowhearthisfest.com

August 10, 2016

Please enjoy this episode of Howl’s Father Time, featuring Hillary’s middle school rockstar crush, Richard Marx! To join the conversation about this episode, go to longestshortesttime.com!

This episode is sponsored by Havenly, Hooked on Phonics, The Great Courses Plus, Thirdlove and Horizon Organics!

June 15, 2016

On the first episode of Father Time, Jamie welcomes television icon Jason Alexander (Seinfeld) to talk about balancing fatherhood with sitcom life, what it means to be a RIE baby, and how he’ll never be a Hamlet.

May 19, 2015

Randy, Jason, and Daniel Van Kirk welcome to the show stand up comedian Jamie Kaler, who discusses his new movie Teacher of the Year and the importance of preparing the children for a robot uprising. Additionally, director of the film Jason Strouse, joins the gang to discuss why it’s so hard to book the Sklars. Then, Daniel covers stories from across the country that include; a couple that looses their apartment to a party gone wrong, a couple that picks the worst place to have sex, and a couple that is not a couple at all. Lastly, D.R. Tuttle calls in to discuss everything he knows about horse racing.