I'm having trouble getting Olivia to spend the night. I talk to Lisa and happened once but not again? What day interval do I pick? Thanks.
If you choose once a week, sometimes it takes 10 days.
Every day means Olivia comes 3-4 days a week. I believe this limitation is for you to progress in other quests in the 3-4 nights that Olivia doesn't come.
When Olivia comes to sleep at your house, sleep 10-15 times with Ann, and possibly you will progress with Ann and Olivia/Lisa.
Basically it evolves 2 steps with Ann. 1 step with Olivia/Lisa. 2 more steps with Ann. One more step with Olivia/Lisa. Repeat 10-15 times and should complete the quest.
All quests you need to repeat many times to evolve 3-5 renders and 5 phrases.