Kim,
I think Hopeforfuture's suggestion of a financial planner is an excellent idea. Let a 3rd party make the suggestions if he is not hearing them from you. Or, have you tried sitting down with him and showing him everything on paper?

My H and I have been switching up on our usual chores at home, too. It feels to help each other out like that, doesn't it? Except we don't have a 4-wheeler, that does sound like fun. Have a lawn tractor, but SNORE compared to that!

Joie