Podcast Episodes

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
Buying a Platform with an SBA Loan
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
The Contrarian Bet on a Digital Agency
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
Comfortable Concentration for a $800k SDE Business
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
Buying for Brand (Then Growing 4x)
$14.5m Exit After 5 Years
Adam Vandermyde had to be persuaded to acquire the $15m business that he ultimately professionalized and exited for 7x.
January 8, 2026
$14.5m Exit After 5 Years
Complexity Hides Fragility: Losing a $20m Business
Joe Odell and his partner acquired a business with over $4m in earnings and lots of green flags. It went sideways fast.
January 5, 2026
Complexity Hides Fragility: Losing a $20m Business
Buying Small to Then Buy Larger ($1m SDE)
The first business Joe Soelberg bought did $400k SDE. The experience and cash flow enabled a second, larger acquisition.
December 31, 2025
Buying Small to Then Buy Larger ($1m SDE)
Passion & Profit in an American Pastime
Former pro bowler Mike Fagan bought a $2m bowling center with a plan to roll up and rejuvenate these legacy businesses.
December 29, 2025
Passion & Profit in an American Pastime
How to Buy a Generational Brand with $20m in Sales
Respected consumer brands are not common in lower middle market acquisitions, but Philip Hussey and Chenmark bought one.
December 18, 2025
How to Buy a Generational Brand with $20m in Sales
Reward for 17-Month Deal: $1.8m of EBITDA
Robert Gayden worked for over a year to buy a home care business. Revenue kept growing but the price remained the same.
December 15, 2025
Reward for 17-Month Deal: $1.8m of EBITDA