Who is Mark Leonard? The Ghost Who Built a $92B Empire

 

Most people have never heard of Mark Leonard.

No interviews. No TED talks. No flashy headlines.

Yet over the past three decades, Leonard built Constellation Software into a $92 billion powerhouse by quietly acquiring more than 600 small, niche software companies—library systems, marina billing, hospital scheduling, municipal utilities.

This isn’t a roll-up. It’s a compounding machine built on autonomy, discipline, and patience.

In my latest video, now live inside your member area, I take you inside Leonard’s playbook and break down:

✅ How Leonard spotted a market everyone else ignored
✅ Why his “buy and hold forever” strategy beats private equity’s flip model
✅ How decentralization and hurdle rates built one of the greatest acquisition machines ever
✅ The simple rules first-time buyers can borrow from his approach

This isn’t theory. It’s the exact framework that turned one quiet engineer into one of the most successful acquirers of all time — and you’ll see how you can apply parts of it to your own acquisitions.

If you’ve ever wondered how to buy a business the smart way—without hype, without fads—this is your blueprint.

 This is one of the most fascinating acquisition stories I’ve ever covered. Watch it today and see what lessons you can apply to your own business-buying journey.


Jon Stoddard
DealFlowSystem.net

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