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I have a similar problem, but it isn't money. When I try to get the basement renovated it says I can't because Cassie doesn't want anyone knowing about it. How do I change this? 

Do her questline.

What's her questline? All it says in the logbook is to gain Cassie's trust. 

To start Cassie's route, visit the slums and force pass the toll guy, then sleep and return to the slums!

I'm pretty sure I've done all that. Is that where you get taken to the Dom and he makes you to pay more? 

Don't pay, but accept a job from him!

Ah, gotcha. I'll try that then!