This is a special case in my opinion. If i was in his position with my own business thats obviously successful since he could afford his own plane, no matter what the make and model, i dont think i would go to the airlines and leave what i made for myself behind.

It would be a much different situation even at 28 if you were just breakin into a first career. I dont care what skyhigh or anyone else says, but this isnt a bad career choice. Its got potential to be an upper middle class blue collar job if things fall into place, and i think theres so much opportunity for it to.

Bottom line if you feel passionately about it and you are in a position to handle go for it, but you would be leaving behind something much more stable and probably more lucrative to take a calculated risk.