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The Multipreneur: He’s Building A $10M Portfolio of Income Streams | Starter Story

August 5, 2026

AI Summary

5 min read

After selling Morning Brew for millions, Alex Lieberman spent a year feeling lost. He did “every cliche thing that an entrepreneur does when they’re looking for meaning”—reading stoicism, taking long walks with his dog. What he eventually realized was that he loved only certain parts of building a company: the early stages, coaching founders, storytelling, and selling. He hated being the long-term CEO of a mature organization. So he designed a new operating model around that constraint: a personal holding company called Story Yarb, under which he plans to launch a dozen-plus businesses, serve as co-founder and chairman of each, and hire CEOs to run them. His first bet, a ghostwriting agency for B2B executives, is already doing roughly $1 million in annualized revenue with $0 of outside capital.

The Multipreneur Thesis: Why Personal Holding Companies Are Emerging

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What you'll learn

  • 1 (01:36) **Post-Exit Identity Crisis** - Alex describes the 12 months after selling Morning Brew, feeling lost and searching for purpose through cliché entrepreneurial soul-searching.
  • 2 (02:59) **The Multipreneur Vision** - Alex introduces his personal holding company model, Story Yarb, and his goal to build a portfolio of bootstrap businesses where he is chairman, not CEO.
  • 3 (04:48) **From Wall Street Dream to Founder's Reality** - Alex shares his origin story, from his father's sudden death to quitting a trading job he hated to build Morning Brew.
  • 4 (06:55) **Why Personal Holding Companies Are Rising** - Alex explains the macro and entrepreneurial trends making the multipreneur model increasingly viable.
  • 5 (10:51) **Launching a Million-Dollar Agency with a Tweet** - Alex details how he started Story Arb, a ghostwriting agency, by testing demand on Twitter before building any product.
  • 6 (12:17) **Story Arb's Business Breakdown** - Alex shares the current metrics, team structure, and profit margins of his ghostwriting agency.
  • 7 (13:14) **Defining Product-Market Fit for a Service Business** - Alex explains his two key metrics for determining when Story Arb has achieved product-market fit.

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Guests on this episode

Show Notes

The Multipreneur: He’s Building A $10M Portfolio of Income Streams

📚 Find Your $1M Business Idea (10x Faster) with Case Studies - https://www.starterstory.com/?utm_source=youtube&utm_campaign=alexlieberman&yts=true

📩 Business Ideas Newsletter - https://www.starterstory.com/newsletter

In this video, I'm I flew out to New York City to meet up with Alex Lieberman -the guy who sold his newsletter for $75M. Now he's onto a new venture - to become a Multipreneur. He share's exactly how he plans to build a personal holding company with several tiny businesses - AND, the scrappy method he used to get his first business idea off the ground. Enjoy it!

Follow Alex 🐦 Twitter - https://twitter.com/businessbarista

Our Links 🔔 Subscribe - https://www.youtube.com/@starterstory 📸 Instagram - https://www.instagram.com/starter_story/ 🐦 Twitter - https://twitter.com/thepatwalls

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Disclaimer: This podcast is published by a viewer using content from Starter Story's YouTube channel with the goal of making his valuable insights more accessible to those who prefer audio formats, helping more people discover and learn from the insights shared in his videos. It is not an official production of Starter Story. For any requests from Starter Story, please don't hesitate to get in touch.

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------------- Keywords: app store success, business ideas, online business, make money online, app flipping, revenue stories

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