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Podcast Episodes
How to Own 20% of Multiple SMBs
In addition to buying his own business, Evan DiLeonardi trades buy-side services for equity in other SMB acquisitions.
February 12, 2026
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$20m Net Worth After 25 Years Buying Businesses
He started by buying a small flooring business in 2000. Today Paul Lajoie takes home $1m a year and works how he wants.
February 9, 2026
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SBA Deal Structuring to Manage Risk in a Cyclical Industry
Andrew Kurzrok connected with his seller over his manufacturing background, leading to a successful deal and transition.
February 5, 2026
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$250k SDE Acquisition: Limited Downside, Big Upside
Sensing untapped potential, Ville-Matias Vilén bought a sub-million manufacturer with good IP and global distribution.
February 2, 2026
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The Late 40s Pivot Into Business Buying
Despite success in corporate, Jarom Wren wanted more freedom, so he traded 5 figures of salary for 7 figures of revenue.
January 29, 2026
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The First Steps to a Family Holdco
Family planning and entrepreneurship converged as Linh & Leo Van Deibel bought their first (and not last) business.
January 26, 2026
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Buying a Platform with an SBA Loan
Jacob VosWinkel searched in tertiary markets to find a successful flooring store, his platform to build something big.
January 22, 2026
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The Contrarian Bet on a Digital Agency
George Stern leaned into changing consumer search habits when he bought a digital marketing agency doing mid-7 figures.
January 19, 2026
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Comfortable Concentration for a $800k SDE Business
Phil Koller studied the concentration and key man risks in a distribution business well-suited to him — and went for it.
January 15, 2026
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Buying for Brand (Then Growing 4x)
Matt Orley wanted to enter the short-term rentals space. Buying a business — and a brand he admired — was his way in.
January 12, 2026
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