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

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

October 30, 2025 · 1h 27m · Episode 118

About this episode

Poker legend Doug Polk joins Jamie-Lynn Sigler and Robert Iler to discuss the intersection of poker and comedy, sharing stories of high-stakes bluffs and the challenges of stand-up performance.

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…

People in this episode

Hosts: Jamie-Lynn Sigler, Robert Iler

Guest: Doug Polk

Topics covered

Keywords

Sponsors

SKIMS, Shopify

Mentioned in this episode

Organizations: YMH Studios

Books & works: The Sopranos

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