Forrest chats with mental health advocate Patrick Chester to talk gambling addiction, rock bottom, and the lie every compulsive gambler tells themselves: one more big win will fix everything.
Patrick opens up about draining his 5-year-old son's piggy bank, racking up over $1 million in debt, landing in jail, and putting $45,000 on the Seahawks in the 2015 Super Bowl — a bet that shattered him on the 1-yard line. They break down shame, secrecy, chasing losses, the rise of live betting and props, and how Patrick now teaches college athletes what he wishes someone had told him.
It's raw, honest, and painfully relatable — especially if money, gambling, or denial has ever taken over your life.
🎧 If you've ever chased "one last bet" or felt trapped by money and addiction, this episode's for you.
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Timestamps:
00:00 Intro & No-Hat Day
06:22 Introducing Patrick Chester
07:10 Patrick's 15-Year Gambling Spiral
11:58 How Gambling Became Normalized
20:25 The $45,000 Super Bowl Bet
26:55 Jail Time, Shame & Consequences
45:55 Rock Bottom: The Piggy Bank Moment
52:59 "Are You Jealous of Normal Gamblers?"
59:02 Recovery Wins & Advice for Anyone Struggling
Watch Patrick's TEDx talk here : https://www.youtube.com/watch?v=QSi1zbLbXAs