That’s a really tough one. I would worry about a T who didn’t respect my financial (or any other) boundaries. If you decide to go back to her, maybe it would be worth spending time on this issue upfront and asking for her assurance that she will not pressure you financially. Also maybe ask if she’d ever be willing to have a flexible arrangement where you defer payments or see her less frequently if that ever becomes necessary. Even if the financial situation has changed and money is now no object, I would need to know for sure that she could be trusted to respect my stated limits without pushing.