Revealing mistake: When Alan serenades Jill, near the end of the song, the guitar player removes his hand from his guitar briefly but the guitar part continues to play (it's being synthesised as part of the keyboard's rhythm track). (00:19:10)
Factual error: Alan takes out a member of his staff on a Valentine's Day trip. When he is in the car with her, there are some outside shots of them driving along. The problem is, on or around the 14th of February, there would be no leaves on the trees. (00:17:30)
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