How To Lose $1 Million Without Really Trying w/ Doug Polk | Not Today, Pal

Not Today, Pal with Jamie-Lynn Sigler and Robert Iler

YMH Studios

Comedy Interviews, Comedy

4.9 • 966 Ratings

🗓️ 30 October 2025

⏱️ 86 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

SPONSORS: - https://www.skims.com/nottoday #skimspartner Let them know we sent you! After you place your order, select "podcast" in the survey and select our show in the dropdown menu that follows - Sign up for a $1 per month trial period at https://shopify.com/nottoday, all lowercase This week, Poker legend turned comedian Doug Polk joins Jamie-Lynn Sigler and Robert Iler for a wild ride through high-stakes bluffs, Kill Tony chaos, and the art of chasing new passions. From winning millions at the World Series of Poker to bombing onstage in Austin, Doug opens up about the thrill of reinvention, the psychology of bluffing, and how stand-up comedy might just be harder than going all-in on a million-dollar hand. Jamie and Rob trade stories of addiction, nerves, and the pressure of performing—whether at the poker table, on stage, or in front of the world as kids on The Sopranos. Plus: the gang dives into Settlers of Catan obsessions, hot chocolate-fueled blackjack nights, and the overlap between poker pros and comedians. Have a question for Rob and Jamie? Reach out at nottodaypalpodcast@gmail.com Not Today, Pal Ep. 118 https://www.instagram.com/jamielynnsigler https://www.instagram.com/nottodaypalshow https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:01:57 - How To Be The Best Poker Player 00:12:44 - Memory Lane 00:17:23 - Poker Styles & Learning The Game 00:27:09 - From Poker Millionaire to Stand-Up Rookie 00:37:26 - The High Of Killing Vs The Pain Of Bombing 00:48:39 - Growing Up On The Sopranos 00:56:06 - Finding Purpose In Life 01:06:19 - Shape 01:14:07 - Craziest Prop Bets 01:24:25 - Wrap Up Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Hey Sainsbury's. Any way you can save me a few quid on my weekly shop?
0:03.6	Well, Jane, try your nectar prices. Every week in your nectar app, you can unlock up to 10
0:08.8	personalised discounts on things you love at Sainsbury's. A, Jainsbury's, if you will.
0:14.3	Sounds like my kind of place. Get personalized discounts with your nectar prices. That's good
0:19.1	food for all of us. Jamesbris. I mean
0:21.7	Sainsbury. 18 plus nectar app required. Unlock up to 10 your nectar prices weekly, available in
0:26.9	supermarkets online and in locals with smart shop. TNCs apply. Not today, car!
0:32.8	Come! Come! Come! This is a rubber at a head when a time. This is a rubber at a battery battery.
0:37.4	Not today! Very excited for our guest. Very excited for our guest today.
0:40.3	Uh, you know, my YouTube algorithm is basically poker and comedy.
0:47.3	And when you were on Kiltoni, it was like my world completely collided.
0:51.3	I couldn't believe when you were you were on Kiltone. But yeah, Doug Polk, thank you very much. Thank you guys for having me. Thanks for being here. Yeah. Yeah. And, you know, when I was thinking of how to introduce you, I was like, people almost think it was rude if you describe you as like a guy who used to be the best poker player in the world. But I think you also,
1:27.7	you say that. Yeah, no, I don't think that's rude at all. I mean, like, it's like anything when you're really good at something. Eventually, if you move on to other stuff, there will be people to get better than you, right? For sure. Like, you know, Jordan was the best basketball player. Is LeBron now we don't have to debate the point is, like, eventually there will be someone that's better that comes along.
1:29.3	So I think that's a fair description.
1:30.8	Yeah, and I also think, like, I know you and, like, people in poker wouldn't find that offensive. But I'm like, everybody else was listening would be like, damn, that's kind of rude to be like, or guess used to be the best poker player in the world. But like, yeah, you went broke.
1:42.2	Yeah, right.
1:43.2	Yeah, you have to be like, to maintain that.
1:45.1	You have to be on such a grind that right yeah you have to be like to maintain that you have to be
1:45.4	on such a grind that you don't want to be on anymore right yeah i mean like so in poker i feel like at
1:51.8	some point you have to make a decision like is this going to be my career for forever or is it going
1:55.7	to be sort of like something that i use as a bridge or something else and um in some ways like i'm i'm
2:00.5	kind of jealous of the guys that are like, oh, I can play poker
	...

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