Still not working, I tried changing the day to Saturday and sleeping to Sunday so the game registers a new day cycle. And then waiting till afternoon and evening. For both time frames, she did not appear.
Hmmm... looks up the walkthrough... looks like I was wrong, she is supposed to show up the Sunday
morning *after* Jill moves into her room upstairs. I wonder if your changing the day messed with something in the code.
I pulled up an old save, Tuesday evening, upstairs is done, not furnished, so no Jill living there. Bought furniture, returned upstairs, it's all there.
Off to the tavern, stone dragon, talk to Jill, ask her to move in. Jill agrees to move in.
Proceed flirting and adventuring my way through the week.
Going to sleep on Saturday... Wake up, normal starting *yawn* text, wander out of Krowly's bedroom and passing the end of the hallway, text indicating a noise upstairs.
Go upstairs, topless mom standing in front of her bed.
Maybe try advancing normally through an entire week with Jill living there and see if that does it?
Edit: forgot time of day