Exit Paradox

Shane Neman, an entrepreneur behind the successful JoonBug and EZ Texting, shares insights from his rollercoaster journey of building and selling businesses. He dives into the emotional complexities of life after a lucrative exit, revealing how to attain happiness and balance. Shane discusses his pivot to real estate investment and personal health strategies, like cold plunging, after grappling with burnout. His reflections on decision-making emphasize the importance of self-identity beyond entrepreneurship, blending wisdom with humor for a truly engaging conversation.

Ben White, a successful entrepreneur who sold his last business for $800M, shares his tumultuous journey through addiction and divorce following his exit. He discusses the emotional void left by stepping away from business and the poor investments made in that time. Despite a dark decade, Ben reveals how he emerged happier than ever by focusing on personal relationships and authenticity. He reflects on the value of genuine friendships and the importance of staying grounded as he returns to entrepreneurship with renewed vision.

Join an inspiring conversation with Michia Rohrssen, Mimi Ikonn, and other remarkable entrepreneurs who reflect on their legacies. They share heartfelt insights about the significance of leaving behind meaningful relationships rather than chasing fame. Discussing values like sincerity and loyalty, they highlight the importance of helping others and creating lasting impacts. Each guest offers a unique perspective on their aspirations, revealing the blend of personal stories and a deep desire to leave a positive mark on the world.

Alex Bean, founder of the $2.5 billion fintech company Divvi, now runs a VC firm called Tandem and authored 'The Factory for Good.' He dives into the emotional ups and downs after a big exit, sharing feelings of joy mixed with unexpected unfulfillment. Alex emphasizes the importance of finding purpose beyond wealth, nurturing relationships, and impacting future generations. He discusses transforming personal finance to focus on social good and exploring one's unique strengths for fulfillment. His insights aim to inspire a meaningful legacy.

CK Kim, a serial tech entrepreneur with a $510M exit under his belt, shares insights from his transformative year-long sabbatical. He reflects on the vital role of soul searching in recovery and finding true happiness post-exit. CK discusses the emotional impact of his success on his young family and emphasizes the power of supporting upcoming startup founders. He explores balancing entrepreneurship and parenthood while advocating for mission-driven leadership and meaningful personal connections.

Entrepreneur Preston Rutherford reflects on his 9-figure exit, missed 10-digit IPO, and personal growth journey. Topics include regret, communication, compounding experiences, self-worth, burnout recovery, redefining success, and balancing work and personal life.

Entrepreneur Gil Eyal shares insights on selling his software business, building a personal brand, and transitioning into an investor role. Topics include influence marketing, dealing with celebrities, balancing personal life post-exit, challenges of being an investor, and prospects for children becoming entrepreneurs.

Entrepreneur Craig Follett shares his journey from building universe.com to creating peggy.com, a secure art marketplace. He discusses finding post-exit purpose through making art affordable, motivations for starting a business, and separating personal identity from business. The podcast covers reflections on wealth, creativity, and the societal impact of art as an appreciating asset and driver of change.

Dave Hersh, who sold his company through an IPO 13 years ago, shares his journey of self-discovery and fulfillment post-exit. He discusses the challenges of scaling up, dealing with identity crisis, and the long process of reinvention. Hersh emphasizes the importance of inner work, transformation, and finding clarity in navigating the liminal space between old and new self.

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.