 " Old Money " is the seventeenth episode of The Simpsons ' second season . It originally aired on the Fox network in the United States on March 28 , 1991 . In the episode , Grampa 's wealthy girlfriend at the Retirement Castle passes away and leaves him with $ 106 @,@ 000 . He heads for a casino to spend the money , but is stopped by Homer , so he decides to spend the inheritance money on renovating the retirement home instead . 
