"Sweet Seymour Skinner's Baadasssss Song" is the 19th episode of The Simpsons' fifth season. The 100th episode of the series overall, it originally aired on the Fox network in the United States on April 28, 1994. In the episode, Superintendent Chalmers fires Principal Seymour Skinner after a disaster at the school. Bart Simpson, feeling partially responsible for Skinner's firing, tries to help his old principal get his job back.
The episode was written by Bill Oakley and Josh Weinstein, and directed by Bob Anderson. It was selected for release in a 1999 video collection of selected episodes called The Simpsons: Greatest Hits. The episode features cultural references to films such as Alien and Full Metal Jacket. The title is a parody of the film Sweet Sweetback's Baadasssss Song. Since airing, the episode has received mostly positive reviews from television critics. It acquired a Nielsen rating of 12.7, and was the highest-rated show on the Fox network the week it aired.
After dismissing the idea of taking Simpson family home videos and a geode, Bart brings Santa's Little Helper to school for show and tell. Even though his show-and-tell presentation is well received by the class, the dog escapes into the school air ducts to follow the food scent coming from the kitchen and is spotted by Ralph Wiggum. Groundskeeper Willie is sent after the dog and catches it, but he chooses the wrong vent to exit and the fire department is called in to rescue him. As the firemen are attempting to rescue Willie, an outraged Superintendent Chalmers appears and fires Principal Skinner, much to Bart's shock.
Chalmers hires Ned Flanders as the new principal of Springfield Elementary School, but when Flanders is hesitant to discipline the children, they run amok, and the school becomes a mad house. Meanwhile, Bart befriends the now jobless Skinner, as they laugh about anecdotes of Flanders's failure that Bart relates. Feeling lonely, Skinner eventually decides to re-enlist in the United States Army.
Instead of rejoicing in the discipline-less school, Bart feels guilty about causing Skinner's dismissal. In an effort to get Skinner his job back, Bart attempts to expose Flanders' poor leadership to Chalmers. Despite the state of chaos at the school, Chalmers is not concerned. However, upon hearing Flanders utter a brief mention of God over the intercom, Chalmers immediately fires Flanders for reciting a school prayer. Skinner is soon re-hired as principal. Bart and Skinner share an amicable chat about their typically antagonistic relationship, then affectionately pat each other on the back. However, as they turn from each other, it is revealed Bart has taped a "Kick Me" sign on Skinner's back, and Skinner has taped a "Teach Me" sign on Bart. The two chuckle to themselves as they walk away.
"Sweet Seymour Skinner's Baadasssss Song" was written by Bill Oakley and Josh Weinstein, and directed by Bob Anderson. Oakley and Weinstein decided to do a Skinner and Bart episode because the staff wanted to take a diversion from the relatively wacky, fast-paced episodes that had comprised Season 5 so far and, according to show runner David Mirkin, "slow down parts of the show to take time for more emotional episodes like this one". Much of Principal Skinner's behavior in the episode is based on teachers Oakley and Weinstein had in high school who, according to Oakley, were "sad, lonely guys who lived with their mothers". It was selected to air as the 100th episode of the show because the staff wanted that particular episode to focus on Bart.
Baby Gerald, Luigi Risotto, Assistant Superintendent Leopold, and Flanders' parents make their first appearances on the show in this episode. Leopold and Luigi were designed by David Silverman, one of the show's directors. Anderson thought Luigi was one of the funniest characters on the show when he first read Luigi's lines in the script during a table read of the episode. When Anderson skimmed through the script and saw Luigi's lines, he said he "frightened Julie Kavner because I was laughing to myself, but trying to keep the laughter in because it was so damn funny."
"Sweet Seymour Skinner's Baadasssss Song" originally aired on the Fox network in the United States on April 28, 1994. The episode was selected for release in a 1999 video collection of selected episodes called, The Simpsons: Greatest Hits, which also included the episodes "Simpsons Roasting on an Open Fire", "Lisa's First Word", "Trash of the Titans", and "Bart Gets an "F"". The episode was again included in the 2003 DVD release of the Greatest Hits set, which also included all the other episodes except "Trash of the Titans". "Sweet Seymour Skinner's Baadasssss Song" was also included in The Simpsons season five DVD set, which was released on December 21, 2004.
In its original American broadcast, "Sweet Seymour Skinner's Baadasssss Song" finished 16th in the ratings for the week of April 25–May 1, 1994, with a Nielsen Rating of 12.7, translating to 12 million households. The episode was the highest-rated show on the Fox network that week.
Since airing, the episode has received mostly positive reviews from television critics. The authors of the book I Can't Believe It's a Bigger and Better Updated Unofficial Simpsons Guide, Warren Martyn and Adrian Wood, wrote, "The 100th episode [...] is a fine one, with Principal Skinner's idea for a novel and the conduct of the staff at the Italian restaurant as highpoints." DVD Movie Guide's Colin Jacobson said the opening scene of episode reminded him of when he was in second grade and got a puppy for Christmas. Jacobson said, "I still recall the excitement when my mom brought [the dog] into school for the others to see, and the first segment of [the episode] reflects the atmosphere caused by a doggie visit. The rest of the episode gets into Skinner’s life nicely. Toss in a great Alien reference and the episode offers yet another solid show." Jacobson also said he liked the appearance of Flanders's "beatnik father". Gary Mullinax of The News Journal called the episode "very funny" and named it one of his top-ten favorite episodes. Patrick Bromley of DVD Verdict gave the episode a B+ grade, and Bill Gibron of DVD Talk gave the episode a 4 out of 5 score. Dave Manley of DVDActive said in a review of The Simpsons: Greatest Hits that it was "certainly one of the weaker [episodes on the DVD] – I can only assume the fact that it was episode 100 is what gets it onto this disc."