Life in the Fast Lane, Bobby's Saga - S2-E21
Corrected entry: When Boomhauer is getting ready for the race to be the pace car driver, Dale mentions that he could be like Jeff Gordon if he had a rich daddy. However, Jeff Gordon's dad was not rich, nor was his step father. Gordon's step father, John Bickford, worked as a mechanic for a Van shop installing chair lifts for disabled. In order for Jeff to race, they had to save every little cent, and sometimes had to sell the trophies Gordon won in order for him to race.
Correction: Dale is crazy and reaches insane conclusions. It's a character mistake.
Captain Defenestrator