Go for it. Life's too short not to try. You don't want to spend the rest of you life regretting not giving it a shot.

As a wise man once said, "If you don't get to livin,' you might as well get to dyin.'"

Why not set a time frame? Give it a year or two and if you get sick of the lifestyle you can always throw on a suit and get a 9-5 job then.