Re: Better "retirement" era
I think the worst retirement era has to be the guys in Hogans era. Prior to Hogans era only the ME guys made a lot of money and a fair amount of wrestlers stayed local and had other jobs. When the WWE went National and guys started touring the world salaries increased and along with it the spending.
Guys were probably making in the low 6 figures and they expected this trend to continue for years to come. Never having a real job most of these guys couldn't transition to the real world and not being a semi celebrity after their wrestling careers were over.