They billed this as a "one-hour season finale" even though it was actually two new episodes back-to-back. ("Summer of 4'2" was the second episode, which I will be giving its own thread later today.) Below is the print ad for both episodes.
A few years back, Josh Weinstein shared his photo with the Smashing Pumpkins at the recording session for this episode in 1995.
The entire story of this episode was developed by David Cohen, although it was written by Brent Forrester. To do research for this episode, Forrester went to one of the #Lollapalooza concerts, which he thought would be a fun little perk, but ended up being a horrible experience.
Several of the jokes are based on his experiences: cameras were being seized and thrown in the garbage, there were numerous ads, several "sour faced teens", a real freak show (Jim Rose Circus), and at one point a stranger approached Forrester and asked "how's it going, narc?"
During Homer's confrontation with the crowd, there is a brief shot of Homer with the members of @nodoubt behind him. @gwenstefani's brother Eric, who himself had been a member of the band, was working as an animator at #TheSimpsons at the time and added them in.
For the classic rock artist in "Homerpalooza," the staff originally sought out Bob Dylan, but he was replaced by Peter Frampton. About the episode, Frampton said it was "such an honor to be made fun of, and I love it! I got to make fun of myself, which was great."
Neil Young and Pearl Jam also declined to appear in the episode. Courtney Love and Hole were also wanted for the episode, but they never responded to the staff's request. In turn, Sonic Youth had said that if Courtney Love were in the episode, they would not be.
Courtney Love was wanted specifically for one joke which would be in an exchange between her and Homer:
Love: Hi Homer! I'm a big fan, Courtney Love.
Homer: Homer Grateful!
This joke became the classic exchange below with Homer and Billy Corgan.
This shot in of Krusty in "Who Shot Mr. Burns? Part One" is definitely more Homer-looking. So it makes me think they used the Homer Krusty design (except the hair) from "Homie the Clown" which had just aired earlier in Season 6, perhaps as another red herring. Just compare.
The idea for the episode came from Matt Groening, who had wanted to do an episode in which Mr. Burns was shot, which could be used as a publicity stunt. The writers decided to write the episode in two parts with a mystery that could be used in a contest.
While deciding who the culprit was, Oakley and Weinstein pitched Barney Gumble because he was a character that could go to jail and it could change the dynamic of the show. Mirkin suggested Maggie; he felt it was funnier and wanted the culprit to be a Simpsons family member.
#OnThisDay#OTD May 19, 1994, "Secrets of a Successful Marriage" (S05E22) first aired on the Fox network. Dir: Carlos Baeza. Wr: Greg Daniels. EP: @DaveMirkin. Guest-starring Phil Hartman as Lionel Hutz. (Check out this original TV promo with deleted dialogue!) #TheSimpsons
It was the second script Greg Daniels wrote for the show. He thought the staff had previously done many episodes where Homer "wasn't good at anything", so he tried to figure out something Homer was really good at, and he came up with the idea of Homer being a good husband.
Showrunner Dave Mirkin was very fond of the fact that Homer and Marge have the biggest fight they have ever had on the show in the episode, and he thought it was a "really great" exploration of their marriage.
It was Dan Greaney's second episode on The Simpsons. The staff of the show wanted to do a summer episode because there was "so much stuff" about summer vacations that they felt had to be covered in an episode.
THURSDAY at 8pm ET/7pm CT, we will stream the ORIGINAL May 19, 1996 premiere broadcast of "Homerpalooza" AND "Summer of 4 Ft. 2" COMPLETE with commercials at twitch.tv/dailysimpsons. It'll be a classic Thursday night! Join us, won't we?
The episode was partially inspired by Terry Rakolta, who protested the Fox network over the show Married... with Children in 1989. The writers tried not to have a point of view and looked at both sides. bundyology.com/rakolta.html
This was the first episode directed by Jim Reardon, who had previously made a student film called "Bring Me the Head of Charlie Brown" (with @_rich_moore) which was very violent and the experience served him well for this episode.