These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Crazy Awesome: Jimmy; the man's house is named "Fort Awesome". What more do you want?
"Funny Aneurysm" Moment: Phil Hartman's last scene on the show before he was murdered made light of the apparent death of one of his fellow cast members.
The entire series is one long funny aneurysm moment. There are multiple references to violent deaths and crazy girlfriends. Including but not limited to; "You're just like Linda, EXCEPT CRAZY!", "Does it involve a gun with a built-in mouth piece?", "She tried to set fire to my hair while I slept. As if that wasn't bad enough, two weeks later she breaks up with me.", an episode ends with him realizing that a stalker has cut the brake line of his car ("CHECK YOUR BRAKES"), said stalker at one point saying "You're a dead man Bill McNeal", a psychic tells him he WILL live a ridiculously long time. Jokes about the death of other characters are far and few between. [The example mentioned above about Dave, two references to Jimmy jumping out the window, in the dreams episode, and in the episode where he is in a fight with Beth.]
Somewhat subverted in the Bizarro Episodes "Space" and "Sinking Ship" where everyone dies except for Bill and Matthew.
"The Real Deal with Bill McNeal" seems almost like a precursor to Real Life crank Bill O'Reilly. Crossed with Tearjerker since, had Hartman lived to have seen O'Reilly's success, he likely would have done an awesome parody of him somewhere.
To be fair, though he isn't Hartman, Colbert's done a damn good job of that all by himself, given that the original Colbert Report was a one-off segment with him yelling at pre-recorded video of various talking heads.
Seasonal Rot: Some say it's because Jon Lovitz was a poor substitute for Phil Hartman. Others say that too many years of being Screwed by the Network had begun to take its toll on the staff's creativity. Whatever the case, it's pretty much agreed that the fifth and final season was inferior to the ones that came before it.
Tearjerker: "Bill Moves On." For the cast as well as the audience. To expand on: they had to keep re-shooting scenes because the cast members kept breaking down in tears they were so distraught at Phil's death.
Even in the final cut, it's quite apparent the actors are only just holding themselves together. Notably, Dave Foley struggled to finish reading Bill's in-character note to the cast, his voice breaking as he did so.
The way the episode ends is an odd example of a Tear JerkerbeingPlayed for Laughs. The characters gather around Bill's desk to eulogize him one last time and then disperse... before secretly coming back one by one to pilfer his office supplies. This culminates in Jimmy James coming in with a crew of movers to take Bill's desk. One of the movers points out the desk is not particularly nice and asking if he wouldn't prefer a newer one, an offer Jimmy quickly declines, saying this is the desk he wants. As the movers carry the desk out (with Jimmy sitting on top of it), all that is left is Bill's empty chair in the darkened news room, which the camera focuses on for a few silent seconds before fading to black.
They Just Didn't Care: All of the Aborted Arcs. Started with a great deal of prominence - only to quickly drop off the radar. Understandable in that the writers were forced to start them in the first place by the network. They abandoned them once the pressure was off.