Analysis - freezing/crashing when trying to check into a resort

Oh my! I've been busy since early yesterday morning and just got through the last few pages. My "problem sim" is a self-employed painter. I'll try switching to a different career since that seems to be working for most people! My sim was newly created in IP (not moved), and was living in a house (not a houseboat).

Thank you to everyone for brainstorming and providing info! :D