Greg McCowan

29 years old, originally from Dallas, about two and a half years into standup and a repeat bucket pull. Set was about a 'spontaneous' new girlfriend and a passive-aggressive ex during a game of Monopoly. Works as a shift leader at Chicken Salad Chick (wore the hat on stage) after being jobless at his last appearance; admitted to a dropped weed-selling charge in Dallas. His girlfriend of a few weeks had just moved to Chicago to work at a Marriott, which the panel took apart at length. Got a medium-sized joke book.

Compiled from 2 recorded appearances, episodes #755 to #769.

1. 1:10:16

   Episode #769

   May 25, 2026

   Bucket Pull?

   Guests: Chris O'connor, Mat Edgar.

   Watch set at 1:10:16View episode #769
2. 1:14:18

   Episode #755

   Feb 9, 2026

   Bucket Pull?

   First time on the show, about two and a half years into standup. Originally from Dallas, he has been in Austin roughly a month and is living at the ARCH homeless shelter, having left a stable situation to chase comedy; he turned 29 in January, unemployed since December after losing a Spectrum customer-service job, which led to a roleplay bit with Adam Ray's Dr. Phil.

   Guests: Dr. Phil, Sal Vulcano, Greg Fitzsimmons.

   Watch set at 1:14:18View episode #755

Career Arc

Greg McCowan first came through Kill Tony's bucket lineup on #755 (Feb 9, 2026) with guests Dr. Phil, Sal Vulcano and Greg Fitzsimmons. He returned across 2 sets, most recently on #769 (May 25, 2026).

First pulled from the bucket in episode number 755.