Any thoughts on how to respond to that particular statement that is not completely dysfunctional and enabling?
"Oh my goodness... .listen... .if you are interested in talking about my needs, we should schedule some time for a conversation. Let me know what works best for you and I'll give my needs some thought. It means a lot to me that you are giving this your attention."
Here is the thing... .don't try to figure out words to "solve" his stuff. Be supportive, appreciative and "there" for him to the extent it is healthy for you to do so.
Some of the questions he is bringing up are better handled with a professional. Your job is to avoid trying to handle stuff beyond your capability.
FF