YMMV / The Simpsons S 4 E 17 Last Exit To Springfield
Franchise Original Sin: Much like "Marge vs. The Monorail", this episode, when viewed these days, has all the elements (here still kept under control to the point of not really being flaws) that would go completely out of control later and become hallmarks of the much-maligned latter-day episodes (celebrity cameos, Homer being cartoonishly stupid, repeated jokes added to pad out the show, and the Family Guy-esque Imagine Spots).
Harsher in Hindsight: O.J. Simpson was offered a cameo role in Kent Brockman's news panel, but declined and was replaced by Dr. Joyce Brothers (whose only line was, "I brought my own mike!") Given the infamous O.J. trial that would happen years later, the writers actually were thankful O.J. was never brought in as a guest star, so on the one hand, the trope was averted because O.J. never appeared on the show, but on the other hand, hearing the information and wondering What Could Have Been will leave a bad taste of Fridge Horror in one's mouth.
Values Resonance: The Epic Fail described on the main page where a great deal of security is thwarted by a stray dog wandering in through the back door works as an allegory for "backdoor" cyber-security flaws that are in the mainstream consciousness far more today than when the episode was made.