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I went to the discord and yes I needed to check on Emma at night. At this point Pixie was telling me that there was a lady waiting outside my apartment and that I should take a walk and return during the day.

I just downloaded the game and started a new playthrough and ran into the problem of Jessica not introducing herself to me. I'm able to get to the viable ends of each character and lead I can get through before meeting her but her event won't happen. I tried again with a new game and ran straight through to day 10 doing nothing and she still didn't show up. I hope I'm not being dumb but I can't figure it out.