* AlternativeCharacterInterpretation: While Phillip himself seems to believe otherwise, it isn't too much of a leap to wonder if he might have a [[AmbiguousDisorder genuine undiagnosed memory disorder]], especially considering the early scene where he's clearly having trouble recalling that he's even engaged, and that the rehearsal was the previous night.
* BigLippedAlligatorMoment: The "Copacabana" [[BusbyBerkeleyNumber CGI dance number]], which was pretty much just made for the trailers and to pad time.
* DesignatedHero: Phillip is supposed to be "comically" absent-minded, but just comes off as a self-centered jerk.
* DracoInLeatherPants: Dean is often seen as the "perfect" husband for Sara; however, most people seem to forget or even ignore the fact that he never had any true feelings towards her.
* EsotericHappyEnding: The ending with [[spoiler:Phillip attending wedding #4 from his lab by video proxy]] was supposed to be a cute, fitting end to the movie. Didn't quite work for many people.
* InformedWrongness: Despite the fact that Phillip has just blown off a ''' ''third'' ''' wedding ceremony due to his absent-mindedness, the movie attempts to make it look like Sara's TranquilFury response, and subsequent breaking things off, to his half apology/half "But look at this cool thing I made" exhibition was an emotional overreaction.
* MisBlamed: Some of the particularly obnoxious plot elements, including abandoning Sara at the altar over and over, are carried over unaltered from the original film. Of course, one could still criticize this film for not fixing them in the first place.
* SpecialEffectFailure: The computer effects surrounding Weebo have not aged well since its release.
* RonTheDeathEater: Despite what the DesignatedHero description mentions above Phillip missing Sara's wedding gets often portrayed like he's doing it on purpose when, in reality, he doesn't. He's actually just forgetful with missing all of his marriages was purely accidental.
* {{Squick}}: The subplot with Weebo's lust for Phillip, progressing into creating [[KissMeImVirtual a sexy female hologram]] so she can act out her emotions for him physically when he's asleep, and finally the admission at the end of the film that, upon her death, she gave Phillip a copy of her design called "our daughter" with modifications based on both Weebo and ''him''. In case the analogy hasn't bludgeoned you hard enough, Weebo's final thought that allows Phillip to find the file? The word ''stork''.
* UnintentionallyUnsympathetic: Phillip's many flaws can come off as self-centered instead of endearing and thus about as sympathetic as the villains.
* WhyWouldAnyoneTakeHimBack: Most women in Sara's position would've left Phillip and not looked back after one missed wedding, let alone '''two more''' (heartfelt confession of love or not). He doesn't even show up in person for his fourth wedding, but instead ''via video screen''.
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