Dan Robinson
EF5
I probably should qualify again that option #1 doesn't have to be paycheck-to-paycheck type deal - it's possible to do quite well with freelancing. I'm a bit ADD, which limits my productivity - if not for that, I'd have no problems exceeding the average 9 to 5 job in income while retaining the flexibility. I'm sure that many of you could probably do just fine and succeed with option #1. It is a big leap to take if you're not used to it, and you need to have contingency plans - but it's certainly doable.