An FBI agent and Homer (who's trying to work off his criminal charge for bribery) infiltrate Fat Tony's mob, and meet Fat Tony's cousin, Fit Tony.
- Bribe Backfire: Homer was sent to prison for attempted bribery.
- Continuity Nod: In The Mook, the Chef, the Wife and her Homer, Fat Tony mentioned his deceased wife Anna Maria. After he died, he was buried next to her grave.
- Exact Words: At his trial, Homer requested for a side bar. Once the judge granted it, he tried to whack Bart with it.
- Killed Off for Real: Fat Tony
- Series Continuity Error: When Moe got caught setting his bar on fire, he explained it was either that or installing a ladies lounge but, in The Homer They Fall, Moe told Homer that he turned a woman's bathroom into his office because no women have ever come in the bar, though that's a mistake too, as Moe hired a female bartender on the episode with the Flaming Moe's drink, Marge came into the bar on "Episode 23: Bart Gets Hit By a Car," Lisa was in the bar on "Homer Defined," there were women in the bar on "Homer vs. The 18th Amendment," Moe had a "Ladies' Night" sign on the wall in the early episodes, and Ruth Powers (the divorced mom from "New Kid on the Block" and "Marge on the Lam") tried to get a free beer with a coupon on "New Kid on the Block."
- Shout-Out: To The Wizard of Oz when Moe tried to find a place where he could suggest Homer to bribe his way out of his New Year fines.
- Suspiciously Similar Substitute: Fat Tony's cousin Fit Tony, who looked like Fat Tony except for being fit instead of fat but even that eventually changed and Fit Tony is now Fat Tony.