Starter Story The Multipreneur: He Makes $10M/Year With 6 Businesses | Starter Story
Oct 8, 2025
Greg Isenberg, Founder and CEO of Late Checkout, shares insights as a successful multipreneur averaging over $10M/year across six businesses. He discusses his journey from WeWork to building community-first products. Greg reveals the power of the ACP funnel for audience and product conversion, and how he quickly identifies profitable niches. He emphasizes the value of hiring from communities and offers advice on transitioning from solopreneurship to scaling multiple ventures. His daily routine balances productivity with personal well-being.
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Multipreneurship Lowers Risk
- Multipreneurship spreads risk by running many small businesses instead of one big bet.
- Diversification plus compounding from internet businesses creates resilient long-term growth.
Life-Changing High School Event
- Greg survived a high school shooting at 17 which made him realize life is short and prioritize building online products seriously.
- That experience propelled him to start Islands and later join WeWork, shaping his entrepreneurial path.
Charging Million-Dollar Fees
- Greg founded LCA, an innovation agency, and positioned it to charge around $1.5 million a year per client.
- He justified the price by creating visions that could produce nine to ten figure revenues for clients.