April 15, 2010

• Acquisition, Part One

So how did I go about deciding I wanted to make iPhone apps, getting acquired, and becoming an executive at an award-winning iPhone development company?

I went out drinking with Brent Simmons. Everything after that is kind of a blur.

About a year ago, I happened to be flying in to San Jose on business. As the plane touched down, I did what I always do: take my iPhone out of airplane mode. At some point over eastern California, my friend Alex sent an email to myself and Brent Simmons; he had noticed we were both going to be in the area and suggested we meet up. To be honest, I felt terrible that night. I just wanted to go to my hotel and get some sleep.

I had met Brent once before at Ignite Denver, but only briefly. The opportunity to buy the developer of one of my favorite applications a drink was too good to ignore. So I sucked it up and went out.

It just so happened that Brent was in town for 360|iDev, an event organized by a guy named John Wilker, who I sort of knew in passing and — again, by sheer coincidence — had just become my neighbor. Nobody could have said it better than Wilker himself when he walked up to me outside of the eBay Town Hall that night. “Dave? What the hell are you doing here?”

When Brent and I went out, we were joined by Dan Burcaw and Joe Pezzillo — iPhone developers and friends of Brent’s from, of all places, Denver. Jay and I had just launched Coathangr, the social network for fashion, and I asked Dan how much it would cost us to build an iPhone app for it.

He told me that the conversation couldn’t even start for less than twenty grand, and that we’d be better off doing it ourselves. So we did. And we fell in love with iPhone development. And a year later, Dan’s company acquired us. I guess he was right.

Of course, I’m leaving out an entire year’s worth of blood, sweat, education, experience, and perhaps most importantly, failure. I’ll save those for later posts. So part of it was luck, part of it was the truly awesome iPhone developer community, and a lot of it is owed to my generous and patient mentors. But if I had to trace it back to a single decision that changed everything, it would be going to grab that drink.

The lesson here is that when Brent Simmons invites you out, you say yes.