This is the first episode to feature the Flanders family prominently.
The blackboard text is a reference to Bart's voice actor, Nancy Cartwright, who was 32 when the episode was produced.
Krusty is seen in the pool hall with no clown make up and wearing his prison uniform from "Krusty Gets Busted".
Ned is supposed to be left-handed, but he was writing with his right hand in this episode. He may be ambidextrous.
When Bart and Todd are exclaiming over the $50 1st prize, the other rewards are as follows: 2nd prize, $10; 3rd prize, $5; and 4th prize; half price snow cone. Also, a free balloon is awarded to all who enter.
Homer says the club is to the golfer what the violin is to the 'violin guy'. In "Lisa the Greek", Homer calls a violinist 'violin guy'.
Some of the names that were shown to be competing in the tournament were Simpson (Bart), Flanders (Todd), Wiggum (Ralph), Monroe, and Prince (Martin).
This is the second appearance of Dolph and Kearney - when Bart is practising golf in the pool hall they are playing Pool with Jimbo Jones. However this is Jimbo's third appearance - he had a cameo during the snow day in "Bart Gets An F".
In the scene where Bart and Lisa meditate barefoot, they both have only three toes instead of four.
In real life, the highly devout Flanders wouldn't wear his wife's dress as it is cross dressing, which is forbidden in the Bible. On the other hand it's only truly forbidden if it is done to deceive someone into thinking he is actually a woman or to live as a woman, NOT as a harmless joke after losing a harmless wager. Although the devout would not think so.
Ned is offering some beer and sandwiches in his rumpus room to Homer, but in the Season 8 episode, "Hurricane Neddy", Ned mentions that he doesn't drink, dance, or swear, so why would he install a beer tap? His beliefs may have changed between the two episodes.
When Homer says, "That shot is impossible! Jack Nicholson himself couldn't make it!", he is thinking of Jack Nicklaus. However Jack Nicholson does play golf for fun and once got in trouble for striking a driver's car with a golf club (four years after this episode aired).
In the movie Full Metal Jacket, Marines in basic training are ordered to give their rifles female names. A principal character names his "Charlene".
The scene in which Homer instructs Bart to stare at a picture of Todd each day, concentrating on how much he hates him, could be a reference to the "Two Minutes Hate" in George Orwell's novel Nineteen Eighty-Four.