"Homer vs. Dignity"
"Original Air Date: 11/26/00"
Bart gets his first A and Homer takes the family out to dinner to celebrate. The family's credit card gets declined so Homer and Marge go to a financial planner only to find out that the family is broke. Homer asks Mr. Burns for a raise at work, but instead becomes Burns' monkey. Basically he does degrading things just for money. It ends up helping the family's financial crisis, but it makes Homer start to loose his dignity. Eventually though, Homer stands up to Mr. Burns and refuses to do any more favors for him.
Leeza Gibbons guest stars as herself. Marcia Wallace guset stars as Mrs. Krabappel.
This is Episode #253 in The Simpsons series. It is Episode #5 in Season 12.