In the late 90s, I started a cloud-type hosting provider, with an angel round $100k+, dropping out of university. The dotcom crash happened and raising more money became near impossible. I was inexperienced and tried to do everything myself, and hired the wrong people.

I morphed it in to a web development business that did OK, then worked out it was easier working for someone else (got my life-work balance better) - in a VC-backed startup that ultimately got acquired.

I left to finish my degree. Got confused for a year and did a bit of sales. Then another startup that I couldn't get off the ground (services marketplace) - perhaps insanely ambitious.

Then I trained as a teacher (forgot that), teaching inner city kids how to add up.

I now work at Google in partnerships, where I am largely happy, married, get to travel a lot - and occasionally still 'get the itch' ...