I have been designing and developing websites for 10 years now, but my company, 4Web Inc., has only been around for 2 years. (Prior to that, I ran a freelance company, Focused Consulting LLC.)
Back in 4Web's infancy, my colleagues attended the very first CMS Expo in May 2008. (I was at Adobe headquarters for an Adobe User Group Manager summit and could not attend.) Back then it was a Joomla conference mostly. The networking was great, though, and my colleagues got to meet a lot of people.
That lead to Bill, Sam, and I being asked to speak in December 2008, when the conference was held in Denver. That was my first Expo, and the networking was really wonderful. It was so great to meet fellow Joomla developers and those interested in Joomla. I had just released my first Lynda.com videos as well, which coincided with the conference, so it was a very exciting time.