Mike Pollack, a serial entrepreneur who sold his third business, shares insights on finding happiness post-exit. Topics include defining success beyond business, balancing parenthood with entrepreneurship, and the journey from chasing status to chasing happiness.

An anonymous retired founder discusses overcoming money addiction and focusing on energy instead of wealth post-exit. They reflect on the struggles in retirement, forming an anonymous support group, balancing providing for children, and finding fulfillment in meaningful activities. The episode delves into the concept of 'enough' money, emotional reflections on selling a business, and navigating post-retirement fulfillment.

Laurent Vernhes, a seasoned entrepreneur, built the luxury travel brand Tablet Hotels before pivoting to the wine industry. He discusses the art of creating luxury brands and the emotional bonds that fuel business success. With a focus on quality and authenticity, Laurent shares insights on balancing growth while preserving artistic integrity. He reflects on the transformative nature of financial success and emphasizes the importance of personal intent in entrepreneurial endeavors, revealing how experiences shape one’s creative journey.

Keith Smith, an exited founder and single dad, discusses mental health, purpose, and the creator economy. He shares insights on balancing business and parenthood, self-reflection post-exit, addressing mental health stigma among entrepreneurs, and transitioning from wealth to personal growth. Keith also talks about the importance of therapy, self-discovery, and empowering creators with AI tools.

Entrepreneur Kunal Tulsiani shares insights on spiritual growth post-exit: applying Vedantic principles, balancing business and self-actualization, managing desires over wealth, and building a philosophy-focused business. Discusses impact investing, self-discovery, and stages of spiritual development, emphasizing the importance of gratitude, service mentality, and inner peace.

Connor Tomkies, founder of SupportNinja, shares his exit journey and preference for buying businesses. Topics include selling a company, lessons learned, Operator Equity, EOS system, managing creative impulse, dealing with sudden wealth, and reflections on ego and success.

Sriram Gollapalli, an exited tech founder turned investor, reflects on his post-exit journey, including estate planning and angel investing. He shares insights on life after selling his business, managing time, and the challenges of transitioning from founder to employee. Sriram also discusses his motivation for starting a new business and the growth of his Longangle community.

Ari Katz, exited founder of a top dermatology chain, shares his transition to revolutionizing mental health with psychedelic medicine. Topics include selling his business, seeking help for mental health, utilizing financial freedom, launching Roar, the effects of psychedelics, and applying neuroplasticity for personal growth.

Entrepreneur Matt Matros shares overcoming struggles after selling his business, battling depression, regret, and alcohol addiction. Discusses post-exit challenges, therapy, love languages, personal growth tools, and reflections on fulfillment, happiness, and family legacy.

Nick Telson-Sillett, the host of 'Pitch Deck' podcast, discusses angel investing, personal growth post-business sale, stress management, motivations for success, and reflections on selling a company. He shares insights on purpose, achievement, and the transition from investor to operator.