A lot has been discussed on pprune on age factor, which seems to play a major role in getting a job. Someone well said that there are many professional footballers but only few make it to the premiership. What I believe is your attitude and skills, which may help you to stand out from others. I myself 28 going for it now and same self-financing story. You will get number of different views on this - read through and make a plan.
If you want to do it ... do it in a structured planned manner. Calculated risk !!! not blind risk !
Wish you all the best.