Years ago the wife and I were caught in the middle of a similar situation as yours. It sounds like your friend has a better handle on things than what our relative ended up having.
There have been a few course-altering lessons in my life. Luckily I do believe I learned from them. Yeah, there was one that I did not learn from that kicked me in the ass good for a long time. But isn't that how it usually goes with those types of lessons?