I was mostly focused on individual contributor roles for engineering and operations. I was filling the jobs so fast, there was a massive surplus of jobless talent sloshing around during the recession, that I was running out of stuff to positions to fill.

The CEO was kind of cheap, and didn't want to pay a retained search firm. I was working on a part time contract at an hourly rate, so he asked me to take a crack at the CTO position. I tried filling the CTO role like I filled every other role, by starting with an ad on Craigslist, and it worked out.