The scene of the MTV's VJs glowing red gem in her hand which then led to her taken away for being too old by MTV's youth-obsessed standards is a likely reference to Logan's Run.
The courthouse the Simpsons are tried at is called "Six Toe County Courthouse".
The statue in front of the courthouse is holding the scales of justice in her right hand and a dog by the ears in her left hand.
Snake (or at least a look alike since you never truly see all of his face) is seen with the Simpsons on their road side prison detail.
The title is a pun on the song "Take The Money and Run" by Steve Miller Band.
After Homer's quiz tells him he only has three years to live, Homer keeps muttering, "Can't sleep, gonna die!" This is a reference to the episode Lisa's First Word from seven seasons earlier, in which Bart famously muttered, "Can't sleep, clown will eat me!"
The website nohomers.net named this episode as the worst episode ever.
Joe C. died 9 months after this episode aired due to celiac disease complications.
The license plate on the camper Velma provides for the Simpsons to stay in reads "BABF16," which is the episode number. At the time of the episode's airing, Florida did not use that numbering format; however, in 2010, Florida did introduce an ABCD12 format for (some) license plate numbers. There is probably a Florida license plate with the number BABF16 out there somewhere, but it has not been confirmed.
The Simpsons have been given a warning for running over Captain Jack, yet they haven't been arrested from evading authorities or stealing an Amtrak snack cart. Although barring Homer they shouldn't have been arrested.
The Simpsons family are sentenced to work in a chain gang, which stopped being a punishment for a crime in Florida years ago. Alabama continues using chain gangs for limited circumstances. Juvenile offenders and people over 50 cannot be punished by chain gang.
When the Simpsons drive through the train track to escape the sheriff, there is only one track shown and the car is lying on the driveway, after they are relieve they are then suddenly on another track before being hit by the other train.
When the sheriff sets fire around The Simpsons, a few moments later fire disappears. It may have gone out, especially seeing how there was unlikely anything that could have prolonged it on the ground.
The Simpsons are all given the same sentence. Even though as minors, Bart and Lisa should have been sent to a juvenile facility, and Maggie as an infant is legally incompetent and thus should be exempt from punishment.
The sheriff should have been punished by his superiors for abusing his power.
It is mentioned that the Simpsons are banned from 48 states, but they visit some of these states in later episodes. Obviously, the states either forgave or forgot about the Simpsons, or it may have been said in jest.
The people who banned the Simpsons from Florida forgot about the ban by the episode "Special Edna" because the Simpsons go to Florida again in that episode. The ban might have been lifted.
In some FXX reruns, after the Simpsons car gets hit by the train, it then cuts to the conductor moving the car out of the way making the car fall to the dirt, and then goes to commercials, and then after commercials, the third act opens with the Simpsons wandering until they find a restaurant. In the original airings, after the train hits the Simpsons car, the act remains with the train moving the car until it blacks out to commercials. Then it opens with the deer in the background and the car still being pushed by the train.