I originally started out on vBulletin 2! Started making modifications for vBulletin 3 on vB.org. Very disillusioned with vBulletin 4, I was one of the first members on XenForo's bandwagon when that rolled along. Offered my services for vBulletin and XenForo for around 3 years freelance, started building my own forum softwares and also supporting the many free forum software such as PHPBB, MyBB and SMF with modifications.
At some point along the way I saw a tech support job at IPS, and had to go for it. Eventually I moved on to maintaining the free Converters, writing Single Sign On's and Managed Services dealing with some amazing clients here. The guys are great and it is still one of the favourite jobs I've had, and I still have fond memories of this place so I thought I had to share my own story. (PS, Lindy my mum still mentions your facebook chats )
I'm still building forum software and all sorts of other bespoke stuff as the lead developer with my own team of 6 very talented guys in a local digital agency, but I really did get my first "real" start here.