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1* AndYouThoughtItWouldFail: A number of critics predicted the series would be the first of the Fall 2000 batch to be cancelled. Oh, it did end - after six seasons[[note]]the show was even uncancelled once[[/note]].
2%%* FanPreferredCouple: Greg and Christine, mostly due to Kim's [[TheScrappy Scrappy status]].
3* SugarWiki/FunnyMoments:
4** In "Arm-prins", Greg has Sammy watch a VHS of ''WesternAnimation/BluesClues'' while he runs to the bathroom. Turns out he ''really'' wants to watch it, as Greg is forced to sit through it over 20 times. This eventually leads to him dreaming about being stuck in Steve's house.
5*** At the end, Kim discovers Steve Burns is in her bed, and they make out.....in front of Greg.
6** The parodying of ''Film/TheKarateKid''-style {{Determinator}} where Greg tries to stand up to a bully (played by Creator/ChristopherTitus) that continuously delivers [[CurbStompBattle Curb-Stomp Battles]] to him-even after getting training in Karate from a cameoing Pat Morita (to make things even more absurd, said training is on another side of the country and he has to fly to get the training and then ''back'' to face the bully).
7** In "Make Every Second Count", Jimmy attends a Wiggles concert, and when they tell the audience they will need some volunteers, he tries to get Logan on stage unsuccessfully. After several failed attempts to get their attention, Jimmy sneaks him on stage, only to get in trouble with security.
8*** The episode ends with a scene where Jimmy carpools with The Wiggles, who sing a parody of "Toot, Toot, Chugga, Chugga, Big Red Car" about him.
9* HilariousInHindsight: Greg tells Jimmy to stop thinking about sex, to which Jimmy says "That's like Tiger Woods not thinking about sex." Now fast forward to 2010.
10** In one episode, Jimmy unintentionally tells Creator/KevinSmith that his latest film (a [=WW2=] comedy) sucks, at first Smith gets offended and demands an apology, but then he later admits to Jimmy that his film really does suck and he ends getting more funding to do a different film. A very similar scenario ended up happening with Smith in real life, after Smith directed ''Film/CopOut'', Smith was pissed at critics for the negative reviews, then he later admitted the film really wasn't very good, and that was a big part of his decision to make ''Film/RedState''.
11* InformedWrongness: Explored in "March Madness."
12*** Played straight at first, when Greg gets tickets for the NCAA Championship game but Kim guilts him into attending her grandmother's birthday party instead.
13*** Next, it was deconstructed by Christine when Greg gave Jimmy the tickets. She got mad at Jimmy for trying to get out of the party, but she then explained that she really didn't care what he did...she just planned to hold it over his head.
14*** Then, it was initially subverted when Greg missed an important photo...the entire reason he couldn't go to the game...because Kim made him go buy ice. Although initially furious, Greg starts to enjoy the guilt being on the other foot.
15*** Finally, Jimmy and Billy come back from the game and told him how miserable it was and what a terrible time he would have had (which was a boldfaced lie intended to lessen Jimmy's punishment from Christine). This double-subverted it, with Kim once again assuming the right.
16* QuirkyWork: For a generic show, the series had it's share of weird episodes. Taking the cake would probably be "Halloween," which starts out as a pretty standard episode but ends in a huge MindScrew involving Greg and Jimmy in bed with an elderly woman.
17* RetroactiveRecognition:
18** Creator/MikeOMalley, who plays Jimmy, is currently known as playing a Kurt's father in ''Series/{{Glee}}''.
19** Creator/BillyGardell would eventually come to bigger mainstream attention as Mike in ''Series/MikeAndMolly''.
20* TheScrappy: Kim. She basically treated Greg's secretaries as slaves to do her bidding (and gave Greg an undeserved BadBoss reputation) and was repeatedly obnoxious and prudish about everything from raising her children to how she wanted Greg to do things...yet ''she'' was often seen as being in the right more often than not.
21* SeasonalRot: Began to hit in Season 5, and was in full-stop mode in Season 6. The story arc where Greg is unemployed is difficult to watch, and short-haired Kim falling to Christine's level of apathy about her marriage and children stood in pretty jarring contrast to her bubbly, neurotic character in Season 1.
22* UnintentionalPeriodPiece: Occasionally, this show is a time capsule of late 90's and early 2000's child culture, featuring references to such shows as ''Music/TheWiggles'' and ''WesternAnimation/BluesClues'', with the latter episode even having Sammy watching said show using a VHS tape. In addition, one episode's plot was centered around Emily Warner's birth being covered by ''A Baby Story'', a popular reality show during that era.
23%%* TheWoobie: (Zero-Context Examples)
24%%** Greg, certainly during his childhood years.
25%%** Even more so with Sammy.

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