Billy
Mark Leonard: the mysterious $31B software roll-up king
Billy of the Week is Mark Leonard of Constellation Software, a company worth $31 billion that buys software companies and holds them forever for the cash flows rather than flipping them like private equity. Shaan calls him a 'Satoshi Nakamoto of boring businesses.'
“His company's worth $31 billion. What they do is they buy software companies and they roll them up and they try to be a perpetual owner. So they're not private equity where they're doing the leveraged buyout and trying to flip, cut it, skin it, and flip it or whatever. They try to just own the thing for a long period of time and have the cash flows. And so what I like about this guy, what I thought was cool was this guy's like a Satya Toshi Nakamoto of boring businesses. So nobody knows shit about this guy.”
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Mark Leonard's gravedigger-to-bouncer mystery bio
Shaan reads Mark Leonard's self-written bio listing past jobs as banker, valuator, mason, gravedigger, dog handler, bouncer, sapper, and wind energy researcher, with no public photos and uncertainty over whether he was born in South Africa or England.
“he was a VC, but before that he said, I was a banker, a valuator, a mason, a gravedigger, a dog handler, a bouncer, a sapper, and a wind energy researcher. I particularly enjoyed the bouncing, but an early retirement was necessary.”