The Simpsons (1989)

S7E15 Bart the Fink

Hoping to snag Krusty's autograph, Bart cleverly mails him a check. However, when Krusty's offshore holding company endorses it, his secret tax evasion scheme comes to light. In a state of despair following the government's auction of his belongings, Krusty decides to stage his own death to escape the fallout.