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Thank you so much for checking. If it helps, I focused heavily on stats - knowing I had the 2 weeks after - to make sure I won first place at the gallery, so I missed a lot of dates. That might be what broke it. I noticed towards the end that events were happening out of order. Example: They recorded their song for the radio, then when I went on a date with Ferdinand, his sister was stressed about working on the recording. So I might have broken it by going on dates too late causing the script issues. 

Well, the recording takes them a few days, but now I know where to start checking! Thank you so much!