Principal Skinner recognizes an old prison helmet of his from Vietnam with the number '24601'; this is the number tattooed on Jean Valjean in Les Misérables, and his only identification. The same number is also Sideshow Bob's prison number in Black Widower.
A deleted scene of this episode showed Skinner going back to his mother. She asks him if he was with a woman, he says no, then she asks for a bath, followed by mad laughing and a close-up of their Psycho-parody house. This is the first time Skinner would be involved in a knock-off joke based on the movie Psycho.
This same deleted scene marks the only time Dan Castellaneta performed the voice of Skinner's mother.
This is the first episode to be dedicated in memory of someone.
This is the second episode to feature three-year-old Bart and baby Lisa in a flashback.
With the episode set eight years in the past, Lisa would be almost a newborn, but she is portrayed as almost the same age as Maggie in the present, around a year old.
The record that Comic Book Guy had at the swap meet, "Melvin and the Squirrels" is a spoof of Alvin and the Chipmunks.
The song "Baby on Board" was first heard in Ishtar, the flop 1987 motion picture comedy starring Dustin Hoffman and Warren Beatty.
After winning the Grammy, Homer tells Lisa after beating Dexy's Midnight Runners, "Well, you haven't heard the last of them." The English group did not have another US hit after "Come On, Eileen" and broke up in 1986.
The chalkboard gag is a reference to the first year The Simpsons was not nominated.
One of the albums on sale for $1 is by Spinal Tap, the fictional band from This is Spinal Tap, in which Harry Shearer played a member.
When Homer was trying to write a new song, he sung "There was nothing in Al Capone's vault, But it wasn't Geraldo's fault". This is a reference to the failure on the live TV program "The Mystery of Al Capone's Vaults", hosted by Geraldo Rivera. This program is famous for opening one of Capone's secret vaults, only for them to discover there was nothing inside it.
The sign outside the Church in 1985 credits the group as "The Be Sharps" before they had decided on the name.
M.C. Hammer appeared at the 1985 Grammys but he didn't get famous until the 1990s.
When the group (with Barney) performs at the Statue of Liberty, Chief Wiggum's voice can clearly be heard.
Homer refers to Joe Piscopo leaving Saturday Night Live in 1985 when setting the scene for the story, but Piscopo left the show at the end of its ninth season in 1984.
When Homer sends the kids to bed, from one angle, his phone has no numbers.
While Homer says he had five and a half weeks at the top at the end of the episode, only one scene said it was 1985—and the John F. Kennedy airport scene said it was 1986.
Wiggum is supposed to be the Be Sharps tenor singer (as he is replaced by Barney, who is an Irish tenor), but when they're singing, you can hear the Dapper Dans tenor and Wiggum in the same song.
The swap meet is in Springfield, yet when the family sedan gets a flat tire, the family is in a desert, despite their house also being in Springfield.
Baby Lisa says that Homer and the Be Sharps, at the Grammys, "beat Dexy's Midnight Runners." The episode is set in 1985. DMR's only U.S. hit was "Come On Eileen," which topped the charts in 1983, so the latest they most likely would have been considered for any sort of music award would be 1984.
When Homer returns to the Power Plant, he returns to a role as Safety Inspector, which he was not promoted to until 1989 in Homer's Odyssey.
Even though Homer has a full of head of hair in 1985, the Be Sharps album covers and Marge's "replacement Homer" depict him as being bald.
Right before Apu sings "goodbye", Chief Wiggum's mouth and Homer's mouth close for a split second.
The Be Sharps's various performances is reference to the Beatles performances in Hamburg and Liverpool.
The performances on Moe's Tavern is reference to The Beatles performances in the Cavern.
Moe's Cavern is similar to the Cavern.
The final scene where the Be Sharps sing on top of Moe's Tavern is a parody of an impromptu concert that the Beatles had on top of Apple Corps.
Right when the episode blacks out and the credits appear, Homer says, "I'd like to thank you on behalf of the group and I hope we passed the audition." This was an actual quote by John Lennon spoken right after they played "Get Back" on the rooftop.
The cover of "Bigger Than Jesus", The Be-Sharps second album, features the group walking on water. It is a direct parody of the art on The Beatles album Abbey Road. Unlike the Beatles however, no visible fallout is shown from the "bigger than Jesus" comment, which put the Beatles in rough waters.
The Meet The Be Sharps album name and cover is similar to those of the Beatles's first official (second actual) U.S album Meet The Beatles. The cover is also similar to that of the Beatles's second British album With The Beatles.
Barney's girlfriend is similar to Yoko Ono, whom many Beatles fan hold responsible for the band breaking up.
Barney's looks before they break up is similar to how John Lennon looked before the Beatles broke-up.
Right after the Be Sharps record "Baby On Board", their manager says, "You've just recorded your first number one." This was spoken by Beatles producer George Martin right after the group had recorded "Please Please Me".
Wiggum's replacement is a reference to George Martin replacing Pete Best with Ringo Starr.
After Wiggum was replaced by Barney, an angry mob was shouting "Wiggum forever, Barney never." The same thing happen to the Beatles when they replaced Pete Best with Ringo Starr, the fans said "Pete forever, Ringo never."
Nigel telling Homer to keep his marriage a secret is similar to Brian Epstein advising John Lennon to do the same with his marriage to Cynthia Powell.
Principal Skinner's reputation as the "funny one" is an ironic reference to George Harrison's reputation as the "Quiet Beatle."
When Barney plays his song when he says he's taking the quartet to a whole new direction, it starts of with his girlfriend saying "number eight" followed by Barney's burp repetitively. This is similar to the start of "Revolution nine", where you hear an unknown announcer say "number nine" repetitively.