In this emotional conclusion to Put Your Funny Where Your Mouth Is: Gambling Addiction Part 2, Vince Carone shares the harrowing next chapter of his battle with gambling—where the highs were higher, the losses were deeper, and the consequences finally caught up.

Picking up where Part 1 left off, Vince opens up about the spiral of deception, desperation, and denial that led him to his personal rock bottom. From secret online poker to five-figure debts, from hiding the truth to finally coming clean, this episode dives into what it really takes to break the cycle of addiction. Co-host Dobie Maxwell walks alongside Vince with heartfelt curiosity and support, offering perspective and hard-hitting questions that help reveal the depth of the struggle.

This isn’t just a story about gambling—it’s about identity, marriage, fatherhood, accountability, and choosing to fight for something more. Whether you’ve faced addiction yourself or know someone who has, Vince’s journey offers both caution and hope.

Key Points Discussed:

• How gambling addiction escalated even after early warning signs

• The moment Vince recognized he’d hit rock bottom—and what made it different this time

• The emotional toll on marriage, family, and self-esteem

• The importance of therapy, Gamblers Anonymous, and accountability

• How Vince rebuilt his life, his comedy, and his identity without gambling

• Why addiction isn’t about money—it’s about control, compulsion, and secrecy

• • The redemptive power of honesty, humility, and humor in healing

  
  

  Leave us a comment and share your questions or story.

In this powerful and deeply personal episode of Put Your Funny Where Your Mouth Is, Vince Carone opens up about his years-long battle with gambling addiction. From childhood trips to Las Vegas to high-stakes blackjack tables as an adult, Vince walks us through the early seeds of his obsession, the thrill of the win, and the crushing weight of the loss.

Alongside co-host Dobie Maxwell, the duo balances heartfelt honesty with humor, showing how addiction can take hold when you least expect it—and how it weaves its way into careers, relationships, and identity. Vince shares vivid stories, from winning $13,500 at a Vegas table to giving half of it back in the same night, revealing how the illusion of control fuels the cycle.

Key Points Discussed:

• • How Vince’s family trips to Vegas and childhood games planted the early seeds of gambling

• • The emotional highs of winning—and the psychological spiral of chasing losses

  • Why addiction often hides behind “fun” until it takes over

  • The role of control, ego, and rationalization in fueling the behavior

• • The moment Vince started to realize he had a problem—and the early steps toward recovery

  
  

  This is part one of a two-part series where laughter, vulnerability, and life collide. Whether you’ve battled demons of your own or just want a peek behind the curtain, this conversation reminds us that every high has a cost—and that help is always possible.

  
  

  Leave us a comment with your thoughts or your story.

In this episode of Put Your Funny Where Your Mouth Is, Vince Carone walks us through one of the most humbling and revealing moments of his career: flying to Nashville for a Monday night new material show—just to audition at a club in the same chain he already headlines in Chicago. It’s a story of emails ignored, nerves rising, and the quiet power of networking that speaks louder than a setlist.

Joined by Dobie Maxwell, the two comics unpack the true cost of being funny for a living—why the grind never stops, what’s changed in comedy booking, and how professionalism, perseverance, and likability matter more than ever. From being vouched for in a greenroom to mentoring the next generation, this episode reminds us that the real climb in comedy isn’t always the one audiences see.

Key Points Discussed:

• Why Vince had to “audition” at Zanies Nashville despite headlining elsewhere
• How networking and humility created a cascade of support before he even stepped on stage
• Dobie’s origin story with Dale Jones—and why a small favor changed a comic’s life
• The evolution of the comedy business: then vs. now
• Why “funny enough” isn’t enough anymore—and what matters more
• The role of sales, social skills, and likability in the modern comedy scene
• How mentorship works in both directions—when a 24-year-old comic helps a 42-year-old vet