Yes, Cutler is most likely "wealthy" enough to not have to compete. I am not saying he's worth 500 million, but he has enough money in the bank not to have to compete. Perhaps "wealthy" was the wrong word.
Its quite clear that Levrone is competing because he does not have the funds. He's trying to gather any amount of money he can make in the sport in order to survive.
Yes, lots of sport people have money and carry on what they are doing; Tom Brady is likely worth a few hundred million and he still plays football. However, this doesn't often apply to bodybuilders since the great toll it takes on one's body (other than Dexter perhaps, and a few others). For the most part, if you're Levrone age and still competing, you really need the money.
Do you think Metallica (who are in their 50's and worth $200 million each member), or The Rolling Stones or Paul McCartney (who are all well into their 70's), or Rush who only recently retired (they are in their 60') still need the money? I mean look at Lemmy. He almost died onstage and that's what he wanted to do. He had multiple tumors in this brain and spine, yet plowed on until his body gave up on him, sadly on his 70th birthday. Same goes for a TON of athletes (George Foreman comeback, Michael Jordan comeback, etc), as well as actors who still act until the day they die. Some people actually have a passion for their chosen endeavor and just don't want to call it a day until they are forced to. Kevin has had no serious injuries or health issues (like Ronnie Coleman or Dorian Yates or Mike Francois) that he has not recovered from, so for him, training to go back onstage is something he seems to love to do and why not? He was the one of the best in the world at it. If he wants to come in dead last, that's his call and NO MAN should judge his motives until they walk in his shoes.