Anthony Casalena: The best web entrepreneur you've never heard of

Back in March of 2006, nextNY held it's second social gathering--that time it was at Dewey's Flatiron.  This guy comes up to me and says he works at a company called Squarespace.  I had heard of it--they were big buyers of Google Adwords and I felt like I had checked out the site before.  It seemed like a pretty comprehensive publishing tool.  I asked him how many people he had working with him.  The answer?

"None.  It's just me."

Honestly, I wasn't sure I believed Anthony Casalena at the time.  It just seemed like a lot for one person to build.  He did say something about having hired a contractor once to do some small stuff, but still, I was throughly impressed.  

Since then, I've only grown more and more impressed.  He has grown the team and they've just moved into an awesome new office.  This year, I finally became a Squarespace user after admiring the product for a while.  I love it.  

Apparently, I'm not the only one.  After taking no more than just 20k from his dad way back when, Anthony and his team just raised $38 million from Accel and Index.  Not only was it nearly twice as much as Foursquare just raised--and probably at a higher valuation.  Given that he's actually profitable and making money, why would he bother giving up more than a third of the business?   Probably wouldn't, so I have to imagine that this was a $100 million pre deal.  

And yet, no magazine covers for Anthony.  Maybe this news will change that--but I doubt it.  He seems more focused on just building a great business.  Good luck to him and his team!

All in all you were all just bricks in the wall...

This is a pic of literally the first moment I met Anthony--back in March of 2006.  It may be the back of his head, but now we know how much potential he had going in that noggin.  

The Theory of Foursquare Mayoral Equilibrium

Give it away! Give it away! Give it away now! Why e-mail newsletters are cool, but not if they’re paid.