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

EPISODE · Oct 30, 2025 · 1H 27M

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

from Not Today, Pal with Jamie-Lynn Sigler and Robert Iler · host YMH Studios

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 [email protected] 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

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

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This episode was published on October 30, 2025.

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