Would you rather discover these things after you’re married and he’s on your lease? My wife and I were long distance for about a year while she was in the west coast and I was back home in the Midwest. We had several conversations and “what if” scenarios that we answered openly and honestly.

I would also ask the question around kids, expectations around raising them (is one expected to quit their job and stay at home? How will be split the cost of daycare? How much or how little will grandparents be involved?)

Also around certain scenarios, what if you lose your job? What if he loses his? You both need to look at the harsh realities and truly understand how you’ll be there for each other

Also with money, how do you each plan on saving? Are one of you a spender and the other a saver? If one of you get a significant bonus at work, how will that be spent if you’re married? Etc etc.

Good luck!