In this episode of The Bear Roars, Dan sits down with Molly Bloom—former world-class skier turned underground poker queen, bestselling author, and the inspiration behind the Oscar-nominated film Molly’s Game.
Molly opens up about growing up in a high-achieving Colorado family, navigating life in the shadow of Olympic athletes and Harvard surgeons, and the personal drive that pushed her through a major spinal surgery and onto the U.S. ski team. When an injury ended her athletic dreams, Molly found herself in Los Angeles, running what would become the most exclusive high-stakes poker games in the world—hosting celebrities, billionaires, and titans of finance.
Dan and Molly dive into how she built the game from scratch, scaled it into a multimillion-dollar enterprise, and maintained her integrity while surrounded by power, money, and pressure. She shares stories of ambition, collapse, reinvention, and what it really means to live by your values—even when everything falls apart.
Whether you know her from the headlines or her Hollywood story, this episode is a fascinating deep dive into her unique story—and the next chapter she’s writing now.
Order Dan’s Book – Bandwidth: The Untold Story of Ambition, Deception, and Innovation that Shaped the Internet Age and Dot-Com Boom: dan-caruso.com/book
To nominate a founder or yourself as a future guest speaker, email: contact@loudbearproductions.com
