Jack McWilliams

Ten years in comedy this coming Valentine's Day, having started in Bloomington, Indiana and spent eight years in Chicago. Works as a golf caddy at Spanish Oaks and splits six months at a time in Austin with a long-distance girlfriend who manages at H-E-B. Best received bucket pull of the night: got a big joke book, an invitation to the Wednesday secret show, and is up for a door guy job at the Mothership.

Compiled from 2 recorded appearances, episodes #705 to #747.

1. 1:19:55

   Episode #747

   Dec 8, 2025

   Bucket Pull

   Guests: Harland Williams, Nick Rochefort.

   Watch set at 1:19:55View episode #747
2. 1:31:47

   Episode #705

   Feb 10, 2025

   Bucket Pull

   A 6'5" golf caddy originally from Chicago with eight years in comedy. He moved to Austin to be with his girlfriend who works at H-E-B.

   Guests: Jim Norton, Tony Caruso.

   Watch set at 1:31:47View episode #705

Career Arc

Jack McWilliams first came through Kill Tony's bucket lineup on #705 (Feb 10, 2025) with guests Jim Norton and Tony Caruso. The archive has 2 sets, most recently on #747 (Dec 8, 2025).

First pulled from the bucket in episode number 705.