does he hope it will carry on until he retires?
He appears to put zero thought and no planning into his immediate future, let alone the long-term. If money comes in, he spends it on toys, trips, hookers, and drugs. Whatever experience makes him happy right now, with no thought to saving or investing - he doesn't pay his own way now, why would he consider doing it in future?
I don't think he has the concept of the increased reward from "delayed gratification" which is something linked to poor impulse control and lack of social competence (sound like someone?). Read this article and all the way through it's describing Lloyd: "As adults, the high delayers were less likely to have drug problems or other addictive behaviors, get divorced, or be overweight". He ticks all the boxes.
https://en.wikipedia.org/wiki/Delayed_gratification
He'll be one of those types that bemoans how poor he is when he's older because he didn't work and plan for that future.