When Scratchy's skeleton's picture is taken for a Wheaties cereal box, it is a parody of Olympic-winning athletes who also have their picture taken for a Wheaties box.
Marge mentions the classic arcade game Ms. Pac-Man, when she tells how Ms. Pac-Man struck a blow for women's rights.
The song Homer sings when he is walking home from work at the beginning of the March 1983 flashback is "Girls Just Wanna Have Fun" by Cyndi Lauper. An instrumental version of the song plays during the montage where baby Bart is fooling around.
Lisa's birthday was revealed in this episode. The date isn't mentioned, but Homer is watching the women's 100 meter butterfly when Marge goes into labor. Therefore, her birthday - according to this episode - is August 2nd, 1984.
This is one of many aging inconsistencies throughout the series' impressive run. When the series began in 1990, it was established that Bart was ten, Lisa was seven (later eight), and Maggie was in her first eleven months (later one year old). That would put their birth years in 1980, 1982, and 1989 respectively. But, it's a moot point since the characters' birthdates change as the series continues and because of that, Bart has been 10, Lisa has been 8, and Maggie has been 1 for 28 years as of 2018.
Lisa's first word was different from the episode "Lisa's Pony", when Homer was watching a home video when Lisa was a baby.
Bart's first words were also revealed in this episode: "¡Ay, Caramba!" He said that after seeing his parents having sex. This is a story Marge refused to bring up.
The Simpsons: A Complete Guide to Our Favorite Family contains a significant change in the lines. The lines: "I'm afraid we're going to need a bigger place." and "No, we won't. I've got it all figured out. The baby can have Bart's crib... and Bart can sleep with us until he's 21." ...were mistakenly said as: "I'm afraid we're going to need a bigger house." and "No, we won't. I've got it all figured out. The baby can have Bart's crib and Bart'll sleep with us until he's 21." respectively.
Bart's term of "Can't sleep, clown will eat me" was later used as a line in an Alice Cooper song. It has since become somewhat of a slang term to describe insomnia.
When Bart is packing his toys up, he is saying something, but it's not audible.
Homer once again finds the Wendy's advertising slogan "Where's the beef?" hilarious. He previously expressed similar amusement at the campaign in "Itchy & Scratchy: The Movie".
The Krusty Burger scratch & win cards were inspired by a promotional game McDonald's did for the 1984 Olympics where an event would be revealed and prizes would be awarded dependent on whether Team USA scored a gold, silver, or bronze medal. Prizes ranged from free McDonald's food to a $10,000 cash prize. McDonald's lost millions of dollars paying out prizes on that promotion. Also like in real life, the reason for the loss of money was due to the Soviet boycott of the Olympics.
The footage of Homer building Bart's clown bed was recycled from him building his Wonderbat in "Homer at the Bat".
Whilst Marge is doing a flashback, some women mention the TV show M*A*S*H. One woman says she misses Klinger, a man who dressed as a lady to get out of the war, another woman says she loved Mike Farrell (B.J.).
This episode shows Lisa was very intelligent as a baby. This was expanded on in the Season 9 episode "Lisa's Sax".
Shortly after Lisa's birth, Homer tells her that he has already started a college fund for her at Lincoln Savings and Loan [Association]. The Lincoln Savings and Loan Association was the financial institution at the heart of the Keating Five scandal during the 1980s savings and loan crisis. When American Continental Corporation, the parent of Lincoln Savings, went bankrupt in 1989, more than 21,000 investors lost their savings.
It‘s shown in flashbacks that Sideshow Bob had blue hair when he was younger.
Even though it is obvious Grandpa is a younger man in 1983, a picture of his elderly self hangs in the wall of his house.
In the couch gag that appeared before the episode started, the unicycling jugglers wear orange shirts when they first appear, but when they go into the background, they are wearing green shirts.
In the Season 1 episode "Krusty Gets Busted," Krusty says he is (and always has been) illiterate. In this episode, however, when Krusty is handed the wire communique, he quickly reads it over and understands it is about the Soviets boycotting the Olympics. (He could be functionally illiterate, in that he can read something, but not know the deeper meaning of what's being read, but "Krusty Gets Busted" makes it clear that Krusty is a garden-variety illiterate).
In one scene, Rod Flanders has black hair.
Despite calling her dad "Homer" like Bart in this episode, Lisa does call him "Dad" in other episodes.
In Boy Meets Curl, Lisa says she won the pearl necklace when she could first read at the fifth grade level, but in this episode, she already had the pearls when she was a baby.
At the beginning of the March 1983 flashback, Homer is singing "Girls Just Wanna Have Fun" by Cyndi Lauper while walking home from work. However, that song wasn't released yet in March of 1983, and it wasn't released until September 6th, 1983, which was six months later, so it means that the song didn't exist yet back in March of 1983, which was the time the first flashback happened.
Oddly Maude is not seen during the flashback nor when Ned and Todd introduce themselves to Homer.