Captain Awkward just wrote an amazing article that really analyzes money, money inequity and how to deal in partnerships. The Letter Writer has a somewhat unusual situation, but wow, the analysis really fires on all cylinders. It is merciful but still talks about Good Boundaries.
Please go read: Partner with Lots of Expenses and Little Income.
I really loved this one. She gives so much context for her answer and has such empathy and humor. That said, I audibly gasped when reading the original letter – the red flags are so apparent and so large. I couldn’t help but be reminded of a couple uncles I have who are big talkers and big spenders and whose boom/bust cycles have already imploded a marriage each.