- Alternative Character Interpretation: Did Kelly's mother really care about her daughter's happiness or is she self absorbed and only cared about the happiness of her new marriage? She forced the free spirited Kelly to uproot her life and join a military academy in order to please her husband. Furthermore, her pregnancy guilt trips her daughter into pretending that she wasn't completely miserable at her new school.
- Deliberate Values Dissonance: Kelly of course exhibits much different values than her peers and her stepfather. This is actually not a bad thing for this movie, and it is done pretty realistically.
- Foe Yay: Kelly and Jennifer.
- Heartwarming Moments: The climax.
- Sir in general. He does genuinely want to be a good father to Kelly, she's just so different from him that he comes off as cold and uncaring, but he genuinely does. He wants what's Best for Kelly but he wants to show it in the way he is used to. The fact that he is more than willing to organise a makeshift rescue mission for Kelly's father when he's hurt, and wants to respect her wishes to have her father see her perform shows that he does accept her.
- Hilarious in Hindsight: The actors of Sir (Gary Cole) and Jennifer (Christy Carlson Romano) would later play as father-daughter in Kim Possible, which was released later the same year as Cadet Kelly.
- Ho Yay: Kelly and Jennifer. Kelly and Jennifer perform a routine at the end that involves rainbow colored ribbons and Kelly paints Jennifer's hair rainbow to take revenge. Plus, while there is a boy, Brad, he quickly comes out of focus and the ending scene of Kelly and Jennifer is sad and poignant.
- Tear Jerker: Jennifer tearing up Kelly's protection blanket in front of her face."I thought I told you I never wanted to see this again." (Rips it in two) "And now I won't."
- Unintentionally Unsympathetic: Kelly's mother, see See Alternative Character Interpretation.
YMMV / Cadet Kelly