218: Tom Shipley on Building Bigger Exits Through Acquisitions & Rollups
Release Date: 03/05/2026
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218: Tom Shipley on Building Bigger Exits Through Acquisitions & Rollups
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info_outlinePrivate equity doesn’t scale the way most founders do. They buy growth.
They acquire profitable businesses, combine them, and increase the value of the whole thing so they can sell at a much higher multiple.
Today’s guest, Tom Shipley, is a serial entrepreneur and M&A strategist who built acquisition platforms applying that same strategy to founder-led businesses.
In this episode, we unpack the mechanics behind scaling through acquisitions and rollups, how combining businesses can dramatically increase enterprise value, and why so many founders stall at $1–2M in EBITDA without positioning their companies for a meaningful exit.
If you’ve ever wondered whether buying businesses is a distraction or a legitimate growth lever, this episode will change how you think about scale. Let’s dive in.
Key Takeaways
(00:00) Intro
(01:54) The Two Biases That Destroy Acquisitions
(05:00) The 4 Foundations of Business Growth
(07:12) The AVA Roll-Up Story (Lessons Learned)
(15:27) How to 4X Your Business Value (Multiple Expansion Explained)
(19:11) How Acquisitions Outperform Organic Growth
(21:26) The Roll-Up Mistake That Kills the Model
(27:43) Add Zeros: How to Think Exponentially
(30:51) When to Use Acquisitions as a Tool for Growth
(39:27) Tom’s Playbook for Acquiring Businesses
(54:55) What Is DealCon?
(58:49) Turns $1–2M EBITDA Owners Into PE Deals
(01:05:14) Advice to New Entrepreneurs
Watch on YouTube: https://youtu.be/oJu1sy9B6d4
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