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.
Crosses the Line Twice: "General Sherman's Campsite," a Pee-Wee's Playhouse parody set during the American Civil War, depicting General William Temeusch Sherman as Pee-Wee Herman and turning Pee-Wee into a Psychotic Man Child obsessed with setting fire to Atlanta, Georgia. A YouTube comment stated this as "the worst thing [he] could have imagined..." before adding, "I love it."
Even the show's detractors say Charity Bazaar is the best character.
Flat Character: Most of the cast, really. As opposed to Tiny Toons or Animaniacs, the leads on this show usually had only one side, one joke, one reaction to anything, though, for this show, it was more about making fun of history than developing characterization.
Heartwarming Moments: The end of the final episode "Big Fat Baby Theater" has the entire cast and crew singing "Auld Lang Syne" (along with pictures of everyone who worked on the show) as a way of saying goodbye to the viewers, since the show got royally Screwed by the Network and a proper goodbye episode was never made.
Hilarious in Hindsight: Even though Billy West (who did voice work on this show) went on to play Richard Nixon on Futurama (a year or so after this show aired), he didn't voice Nixon on the sketch that centered on the Watergate scandal on the episode "20th Century Presidents." Jeff Bennett voiced Nixon.
One of the sketches they had depicted Abraham Lincoln as Jerry Seinfeld complete with his own sitcom. Years later on Saturday Night Live, one of their most popular sketches would be...a sitcom with Abraham Lincoln (only it would be based on the FX sitcom Louie, based on the life of comedian Louis C.K.).
Nightmare Fuel: Josef Stalin's song about what he loves can definitely be seen as this.
They Just Didn't Care: About historical accuracy, due to Rule of Funny and the fact that some historical facts had to be toned down for the show's audience (it's kinda like what happened with Time Squad, though Time Squad often got away with some historical facts that most educational kids' shows wouldn't touch).