Continuity mistake: When the chipmunks start practicing for the first time with Ian, Ian gives Simon "cooler" glasses that he should use it from now on. However, in their tour shots he's still using his old glasses. Much later in the movie he is also seen rummaging through a desk cabinet for his his old glasses which he found to be already bent. (01:01:50)
Dave Seville: Where are your parents?
Simon: Well, when you're a chipmunk, your parents take care of you for a week, then they take off.
Alvin: Our parents were hippies. They went to join a commune.
Question: Throughout the course of the movie, why is Ian so obsessed with making money off the Chipmunks? After all, he lives in a mansion, has an outdoor pool, a nice car, and a group of house servants, and if he has enough money to afford that many extra toys for the Chipmunks when they arrive, any extra diamond or ring shouldn't be a problem for him.
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