My Reluctant Return to Chicago | Ep. 59 | The Tim Weichselbaum Show

I finally decided to visit Chicago after moving to Texas a year and a half ago. I was reluctant because there are not too many things I missed about that place. It has a very cold climate this time of the year, and the politics of the people who live there are very skewed from reality. But I was pleasantly surprised by the warmth I felt from the comedians there who remembered me. I was offered spots on many shows, and I delivered on most of them. My comedy is not for everyone, so it takes a lot of commitment to sell it. I hope to visit again in a couple of years.

The High Tonight Show (sketch): https://www.youtube.com/watch?v=_m04-jmHbrM
Ray Holleb sketch: https://www.youtube.com/watch?v=Bm17Ix_jomE

Podcast links: https://linktr.ee/twshow
Personal IG: https://instagram.com/timweichselbaum
Timmy Gusto: https://instagram.com/timmygusto

Chapters:
0:00 - Intro
1:45 - Donda mask, Gusto shirt
5:45 - The High Tonight Show
10:30 - Visit to Chicago
27:28 - Roast Battle Chicago
29:28 - Visit to Chicago (cont.)
33:50 - How to get booked as a comic
39:28 - Podcast tour update
41:03 - Staying at fancy hotels
45:47 - Getting parking tickets
47:26 - Coming back to Texas
49:37 - ADHD update, cannabis withdrawal
56:18 - Rhythm vs melody in comedy
58:12 - Ray Holleb sketch
1:00:48 - Outro