Two other options.
First--buy a big gun and a flashy car. Go find the biggest, nastiest crack dealer in town. Shoot him between the eyes...in public. Tell everyone around you are going to "F" his Hos and Kill anyone who messes with you. Start selling meth to round out your new crack distributorship.
Second--get hired by a major at 28. Hope it lasts until you are 60.
I don't really think there is that much difference in the two plans. Each has its own risks, and the payoff if you are lucky can be very high. The downside risks are also pretty similar. These days I can't tell the difference between a good lookin' crack ***** and an ugly flight attendant, so that's pretty much a wash too.
The third option...if you care...is try the military for a few years. No drug dealers trying to kill you or CEOs trying to rob you and have sex with every creature in your house including your dog...just the occasional war to deal with. Option 3 worked out pretty well for me...