Legitimate Businessman's Social Club

The Legitimate Businessman's Social Club is the headquarters of the Springfield Mafia.

History
The club is located in the basement of a building, and Bart Simpson was briefly employed there as a bartender. While employed as a bartender, Bart made what Fat Tony described as one of the best Manhattan cocktails, which landed Fat Tony in hot water when Bart did not show up for work on a day Fat Tony had invited a rival mafia Don to try one of Bart's Manhattans (Bart received Detention that day, and thus was unable to make it).

It was also used when making "business dealings" with Mayor Quimby, including the distribution of Rat's milk to the schools.

The Simpsons: Road Rage
In The Simpsons: Road Rage, the club is a drop-off location in the Downtown level.

The Simpsons: Hit & Run
In The Simpsons: Hit & Run, the club is seen Downtown in Level 2 and Level 5 where Louie can be spoken to via the club's intercom. The building's roof can be climbed on where, in Level 2, the rat milking farm for Springfield Elementary School can be found. The rats can be released as one of the level's gags.

In Level 5, Apu spoke to Louie at the club where Louie revealed that the new Buzz Cola was being controlled by mysterious strangers. Louie then chased Apu in his car when Apu suddenly remembered to pick up his octuplets.