My background is pretty lame. My father ran a dialup ISP in the 1990s (first V.92 provider in Oklahoma!), so I pretty much carried on from that.
When I was 16 I was running a shell provider with another kid who had just turned 18, the only reason why I was around for that was because I knew more about sysadmin tasks than the rest of them did. That wound up being bought out by another company called linuxsquare.net. The result was SystemInPlace.net, which launched SIP:GRID in 2004, based on VMware ESX, which was one of the earliest virtualization products on the market. This wound up being kind of a disaster because VMware ESX was at the time extremely buggy (time skew issues were a major problem, and a lot of our customers wanted to run IRCd which is sensitive to time skew). Later, we launched RapidXen and related brands -- those, essentially the entire SIP virtualization product line, got bought by Enzu in June 2012.
After a few months of that, I wound up going my own way and launched a virtualization product out of my consulting business.