“I Lost Everything to Gambling at 15…” | Jimmy’s Gambling Recovery Story

Nothing’s Off the Table with Louis Ruggiero · May 26, 2026 · 58m

In this episode of Nothing’s Off the Table, Louis Ruggiero sits down with Jimmy — a compulsive gambler with 14 years in recovery — for one of the most honest conversations ever shared about gambling addiction, sports betting, shame, family trauma, and redemption. Jimmy started gambling at just 13 years old in the streets of Chicago. What began as harmless parlay cards and neighborhood betting quickly spiraled into a life consumed by compulsive gambling. By 15, he was already in debt to a bookie and forced to confess everything to his mother through tears, fear, and shame. From gambling while…