What’s it really like to write for the Comedy Central Roast of Justin Bieber? Or to coach Martha Stewart through jokes about him? In this episode, comedy writer and producer Chris McGuire takes us behind the curtain of some of the wildest, funniest, and most unpredictable moments in television. From the legendary Snoop and Martha Show to a day spent at Snoop’s compound (yes, there’s a story), Chris shares what it takes to write comedy for icons — and what he’s learned along the way.

We talk creativity, collaboration, and the fine art of making people laugh — even when your audience includes a rap legend and a lifestyle mogul.

HIGHLIGHTS:

1:57 – Writing for the Comedy Central roast of Justin Bieber

4:42 – Martha Stewart on the Justin Bieber roast

10:45 – The Snoop and Martha show.

20:33 – Snoop and Pootie Tang.

24:07 – Chris and team visit Snoop at his compound.

27:20 – Chris Coaching

35:00 – One horse sized chicken vs. 100 chicken sized horses

38:09 – Three random questions

41:21 – How Chris uses AI in his business

43:19 – The best skill you can learn when writing with AI

45:49 – The chicken Chris still has to fry

LINKS

Humordetector.com

Chris on LinkedIn: https://www.linkedin.com/in/chrismcguireonline/

Chris McGuire Substack:

Letstalkfunny.Substack.com

Pootie Tang trailer - https://www.youtube.com/watch?v=yhBExhldRXQ

Phil Barth Substack:

Pbarth.substack.com