If you have the cash and the time, I’d say it’s pretty low risk to give it a shot. With AI@Apple on your resume, you shouldn’t have a problem finding a new job (possibly higher paying) if things don’t take off in your business venture.

Set yourself a deadline though. If you’re still “exploring” after 2 years, your employability will start to decline.

Edit: also, remember that it’s always better to regret having done it than to regret not having tried.