JRE 2505 · May 25, 2026
Tom Segura
Who is Tom Segura?
Tom Segura is a prolific stand up comedian, actor, and author known for his deadpan delivery and observational humor. He is the co-host of the popular podcasts Your Mom's House and Two Bears, One Cave.
Topics and Timestamps
- 01Deep dive into the grind of stand up comedy and touring
- 02The chaotic dynamic of hosting Your Mom's House
- 03Insights into the partnership with Bert Kreischer on Two Bears, One Cave
- 04The business side of opening Ciccio Bomba cafes in Austin
- 05Discussion regarding the writing process for his essay collection
- 06Updates on the second season of the series Bad Thoughts
- ▶The logistics of global comedy touring0:12:00
- ▶Running Ciccio Bomba and the Austin food scene0:35:00
- ▶The evolution of Your Mom's House1:05:00
- ▶Writing the essay collection I'd Like to Play Alone, Please1:30:00
- ▶Behind the scenes of Bad Thoughts on Netflix2:10:00
The Show
Tom Segura stops by the podcast for another classic session of two heavyweights in the comedy world just riffing. It is basically a masterclass in the business of funny. Tom breaks down the sheer logistics of running a comedy empire, from the endless road work to the high stakes of producing content for Netflix. He talks about the mental shift required to move from just telling jokes on a stage to managing a staff at his Italian cafes, Ciccio Bomba. It is always wild to see comedians transition into the restaurant game, but Tom treats it with the same precision he uses for his timing on stage.
The conversation pivots to the podcasting world where Tom describes the alchemy of his chemistry with Bert Kreischer and Christina Pazsitzky. They touch on the difference between the curated vibe of Your Mom's House and the more raw, unpredictable energy of Two Bears, One Cave. It is a great look at how they manage to keep the content fresh after so many years of recording. Joe and Tom spend a good chunk of time discussing the particular brand of irony and cynicism that defines Tom's perspective on the world.
Towards the end, they get into the weeds with his book, I'd Like to Play Alone, Please. Tom explains the drive to put his thoughts into essays and how that differs from the immediate feedback loop of a live crowd. They wrap up by discussing the creative direction of Bad Thoughts and why he continues to push the envelope with his storytelling. It is an episode full of industry insight, high level sarcasm, and the kind of effortless banter you only get when two people who have spent decades in the spotlight finally get to relax and talk shop.
Best Quotes
“The goal is always to find the most absurd angle of a mundane situation.”
— Tom Segura
From the JRE 2505 conversation with Tom Segura.
“Running a cafe is just like comedy, if the timing is off, everything falls apart.”
— Joe Rogan
From the JRE 2505 conversation with Tom Segura.
“There is a specific kind of peace in playing alone that you can't find on a stage.”
— Tom Segura
From the JRE 2505 conversation with Tom Segura.
“Bert is the chaos, and I am the one trying to figure out how to monetize the chaos.”
— Joe Rogan
From the JRE 2505 conversation with Tom Segura.
“Netflix is the ultimate playground for a comedian who wants to experiment with format.”
— Tom Segura
From the JRE 2505 conversation with Tom Segura.
Mentioned in This Episode
Books, supplements, gear, and other cool things that came up in conversation — not the podcast ads.
I'd Like to Play Alone, Please: Essays
AmazonA collection of essays by comedian Tom Segura.
Bad Thoughts
IMDBA comedy series starring Tom Segura streaming on Netflix.
Ciccio Bomba
VisitA chain of Italian cafes in Austin, Texas.
Your Mom's House
VisitComedy podcast hosted by Tom Segura and Christina Pazsitzky.
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