2 minute read / Dec 27, 2022 / data analysis /

A $30B Software Company from a $15m Investment

Constellation Software is a $30b+ publicly-traded software holding company employing more than 25,000.

A former venture capitalist, Mark Leonard started Constellation in 1995 with $15m of outside investment & a goal of buying vertical software companies with a moat & good unit economics.

Vertical software companies pursue a particular market segment like car dealership management or hotel management software.

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From 2003 to 2014, Constellation’s revenues compounded from $80m to more than $5b, an average of 25% annually.

In 2014, Constellation grew revenues 40%, which today would place the company in the top quartile. But Constellation arrives at that growth in a very different way : they acquire to grow.

Leonard’s letters reveal a different mentality to building a software behemoth.

Growth Source Value
Acquisition 33%
New Bookings 10%
Price Increases 5%
Contraction -3%
Customer Churn -5%
Net Growth 40%

Acquisitions increased revenue 33%. New bookings added 10% ; price increases 5%. Contraction & churn reduced growth by 8%. The net : 40% growth rate.

Constellation acquires tens of businesses each year. These acquisitions tend to be small (around $5m) & the company operates most businesses with a team of 30-40 people across 5 operating segments by theme.

BU Size # of BUs %
> 200 6 3%
100-200 29 15%
< 100 158 82%

The Constellation model differs from the venture-backed software companies. But at scale, software holding companies can grow at similar rates & trade at similar multiples to their venture-backed peers.

In one of Leonard’s letters, he mentions that his management team reviews a business they admire in detail to understand it each quarter. In that vein, I’m highlighting a different path to the same end goal : creating a generational software business.


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