He will be forced to, the way he spends his money. Having a high maintenance girlfriend for starters, which only CEOs, real estate moguls like Trump could maintain, considering boxers' income stops at a certain age; bodyguards on his payroll, expensive lawyers on his side, gambling habit, you name it.
I think he'll fight until he's 38 max. i think hell close out his career fighting PAC and Alvarez, two MASSIVE pay days, I can't see him not fighting those guys with the money involved.