HoldCo Builders How I Built a $10M HoldCo of 6 Internet Businesses (100% Bootstrapped) | Greg Isenberg Interview
15 snips
Sep 1, 2023 
Greg Isenberg, co-founder of Late Checkout, shares his journey of building a $10M holding company from scratch. He dives into the art of attracting top talent without spending money and emphasizes the significance of community over mere audience. Greg reveals his secrets to managing six businesses simultaneously, highlighting focus and enjoyment. He discusses the value of retreats for founders and shares insights on making strategic business decisions rooted in personal fulfillment, making for an inspiring listen.
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Dropping out to build startups
- Greg Isenberg dropped out of school when he realized he could learn more by building mobile apps outside formal education.
- He started three venture-backed startups and sold all three, learning valuable lessons along the way.
Entrepreneurship is a step function
- Entrepreneurship is a step function, with each startup delivering massive learnings that change the game.
- Early mistakes included selling too early and not thinking big enough in his first startup.
Value of agency businesses
- Agencies offer quick cash flow and deep problem learning, critical for building future software businesses.
- Profitability, unit economics, and free cash flow are key to sustainable business growth beyond venture capital.
