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

The Exit - Presented By Flippa

Technology

5 • 2K Ratings

🗓️ 26 May 2025

⏱️ 34 minutes

🔗️ Recording | iTunes | RSS

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Summary

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- 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. -- 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/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/

Transcript

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0:00.0	Before we get into the exit today, I want to talk about the certified M&A advisors that are on Flippa.
0:06.1	If you are an operator right now running a business and you're thinking about exiting,
0:10.8	you are going to want to get a free online business valuation on the exit landing page.
0:16.7	Without a doubt, it is the smartest thing you can do to start a process and get yourself organized.
0:23.0	So you're going to go to the URL, flippa.com, slash exit, to check out more, and let's jump into
0:28.1	the interview.
0:29.3	Below and welcome to the exit presented by Flipup, the number one platform to buy and sell online
0:34.2	businesses.
0:35.2	Flipa manages over a billion in deal value annually and combines
0:39.4	expert buy and sell side advisory with its market leading valuation tool, deal room,
0:43.9	off market offering, market insights, an AI-based deal-by-deal matching engine. Now for the exit.
0:50.9	The exit is a 30-minute podcast featuring awesome entrepreneurs who have been there and they
0:54.8	have done it. The exit talks to operators who have bought and sold businesses of all different sizes.
1:00.3	You learn how they did it, why they did it, and get exposure to the world of exits. It's a world
1:05.1	occupied by a small few, but accessible to many. On this episode of the exit, I sit down with
1:10.4	Charlie Lass.
1:12.1	He is the founder and CEO of Humble Inc.
1:15.4	This is a fantastic, wide-ranging conversation
1:17.6	about the ups and downs of entrepreneurship.
1:20.9	And this is such a fantastic walkthrough of multiple successes.
1:25.8	Not only do we talk about his success with his company Control Point,
1:29.7	which was an emergency response company, but we talk about some of the downs after exiting
	...

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