Take My Life, Please (S20E10)

Homer attends a ceremony at the Springfield Wall of Fame and learns that he was elected class president, but that his election was stolen from him by his high school principal. He worries that his life should have been much better than it is. At Luigi's Italian restaurant, Homer meets an old Italian man who can show him visions of what his future as class president would have been like. Homer sees a life he could have led filled with riches and success, and his family must find a way for him to be happy the way he is. (Prime Video)