It seems the easiest method to maintain longevity in the recording industry is to die before you're 30. It helps if it's due to heroin, but alcohol generally works just as well. Sometimes you can just shoot yourself, but that tends to invite conspiracy theories involving Courtney Love and nobody really wants that going on for years.
After that your album sales will continue to double or triple, and everyone won't shut up about what a misunderstood genius you were.
Yeah, you won't be around to spend the money but every good business strategy has to have at least one nagging flaw.