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Episode 245

Rethinking the Exit: Charlie Lass on Startups, Burnout, and Building for Freedom

In this episode of The Exit: Charlie Lass, founder of Humble Inc., shares the highs and lows of 20 years in entrepreneurship. From early film ventures to million-pound deals in emergency tech, Charlie reveals lessons from building startups, missteps with equity, and redefining what an “exit” truly means. Now focused on sustainable autonomy through Humble, a content platform for creators, he urges founders to prioritize well-being, honest partnerships, and building for longevity, not just valuation.

Personal &/or Company Bio: Charlie Lass is a career entrepreneur with successful exits in the UK & US who mentors ambitious founders and consults for high-potential companies. Charlie is a mentor to 500+ ambitious and awesome founders and freelancers. He has coached, advised and supported individuals at all stages of funding and launch with a particular focus on the early stage strategy and tactics, fundraising, pricing, marketing, brand positioning and tone of voice. Charlie is the Founder of Humble Inc, a content platform for entrepreneurs, “wantrepreneurs”, and freelancers across the globe. Humble is dedicated to providing access to real experts who care, offering personalized guidance in a world overwhelmed by self-proclaimed gurus. Humble values passion, humility, and real experience over fame and follower counts. They believe that your mental health matters, and that they are there to support your journey with facts, not clickbait.

Charlie on LinkedIn: https://www.linkedin.com/in/charlielass/

Website: https://www.humble.inc/

YOUR HOST

Steve McGarry

An entrepreneur, content creator, and investor based in sunny Tampa, Florida. In 2015, while living in San Francisco, Steve sold his first fintech startup LendLayer to Max Levchin’s (founder of PayPal) consumer finance company Affirm.

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