Especially when you're making a lot of it.
My current GF makes over 150K, and I've dated another woman who made around 100K. Both are (was) terrible with money. I had to extend loans to both. My current girlfriend is in a terrible financial situation from a previous marriage, and I've had to help her out of it, despite her making like 50K more than me.
OP, you have to give us more details. You said she is in bad financial straights because of a past relationship-is this due to some bad debts she is having to repay?
Does she have a spending addiction, like too many designer clothes, shopping sprees?
Do she have a business that she is micromanaging and it's bleeding money?
Has she tried working with a financial advisor?