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- Alternative Character Interpretation: Was Natalie being serious when she threatened to kick Kevin out after he ruined her engagement party or was it simply an empty threat born out of frustration in regards to the fact that Kevin had wrecked the house trying to get the burglars as well as the fact that Kevin didn't show any evidence that Marv and Vera had been at the party and were planning to kidnap the prince of the royal family she'd invited over.
- Designated Villain: Natalie is supposed to be hated because she's a rich stepparent who's dating Kevin's divorced father, and doesn't want Christmas ruined. There's nothing inherently bad about the aforementioned traits; the only "bad" thing she's described as doing is overworking Prescott, but this behavior is never actually shown to the audience. Even worse at the end, he leaves her right before Christmas, and she bursts into tears right in front of everyone. We're meant to cheer at this moment, but it's pretty hard not to feel bad for her instead.
- Ensemble Dark Horse:
- Even the film's biggest detractors find Prescott the butler to be a likable character. (It helps that this is Erick Avari we're talking about.)
- Oddly enough, Natalie has her fans due to being Unintentionally Sympathetic.
- Fan-Preferred Cut Content: Those fans who view Natalie as Unintentionally Sympathetic and a Designated Villain often wish the scripted ending had been used, where Natalie and Peter stay together while Kate starts dating a cop who turns out to be Marv's White Sheep brother.
- Fourth Wall Myopia: The writers seem to have had a bad case of this, particularly in regards to Natalie. Take the scene where she's mad at Kevin. The audience knows he was trying to stop the burglars, but he provides no evidence and no one at the party saw anything (which the film itself acknowledges). As such, Natalie is well within her rights to think he ruined the party on purpose because he wants to sabotage her relationship with Peter.
- Retroactive Recognition: Jason Beghe of Chicago P.D. fame is Peter McCallister.
- Unintentionally Sympathetic: Natalie is a Rich Bitch, but did that really prompt having the royal family she had invited to spend Christmas with her abandoning her to be with her ex-boyfriend's family, and being left in tears by said ex-boyfriend because he loved his wife and kids more than he loved her, not to mention she genuinely loved him despite him being middle class? Doesn't help that the movie was originally supposed to end with Peter staying with her, which makes her late-addition Face–Heel Turn feel forced and unconvincing.
- The Woobie: Natalie is an unintentional example. She is supposed to be some kind of Rich Bitch Wicked Stepmother but, mainly due to bad writing, it doesn't work, and so when Peter breaks up with her in front of everyone and she bursts into tears you will most likely just want to to give her a hug more than anything.
