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Jul 14, 2026 1 hr 2 min

Chasing Security When Winning Stops Working

from Heads Up With Phil Galfond Hosted by Phil Galfond

Phil speaks with high-stakes poker pro, Jerrad, on navigating bankroll swings, financial stress, and the hidden cost of success. Have you found success at mid or high stakes, but feel you haven't reached your full potential? Phil's group coaching program, Beyond the Game, may be for you. Learn more about BTG, and apply to join, here: https://www.joinbtg.com/ Welcome to the Heads Up With Phil Galfond Podcast, where we listen in on a coaching call between Phil and a guest. In these episodes, Phil coaches the guest through whatever is holding them back from what they want to achieve. Whether it's this call or another, Phil and his guests will explore many topics together, including: approaching poker and life in a professional manner, struggling to make the next step while reaching higher, addressing mindset blocks cemented in childhood, and the patterns of decisions that lead to hardship while pursuing self-employment. Find Phil on: X / Twitter: https://twitter.com/philgalfond Instagram: https://www.instagram.com/phil.galfond/ TikTok: https://www.tiktok.com/@phil.galfond Timestamps: 00:00 Episode Teaser 00:30 Heads Up With Phil Galfond, Jared, This Episode 01:57 Balancing Poker, Family, and High-Stakes Competition 04:59 How Success Led to Financial Hardship 08:49 Surrogacy, Family Growth, and the Dream House Decision 10:48 From a $750K Bankroll to $100K 13:39 Making Great Money While Falling Behind Financially 18:45 Fear of Backsliding and Financial Insecurity 26:21 Reimagining Your Financial Future 34:33 Variance, Bankrolls, and Long-Term Stability 40:25 The Real Leak: Volume and Consistency 47:47 Thinking in Weeks Instead of Days 59:14 A New Schedule for Better Results 01:01:07 The Results: More Hours, Less Stress, Better Performance 01:02:39 Wrap-Up Producer: Thomas Deming-Henes Brand Design: Dan Deming-Henes Creative Specialist: Quentin Cardinal-Juneau

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Chasing Security When Winning Stops Working

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This episode is 1 hour and 2 minutes long.

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This episode was published on July 14, 2026.

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