Ok, have seen some more of CMM and been doing more information gathering.
Still not sure about his finances but he seems to have no difficulty paying for dates in the short term and proposing things like buying season tickets for the theatre in the fall (yes he's getting ahead of himself as we've only been dating a month).
I did however learn something last night that's a little concerning. I mentioned that I was still a little skittish after my experience with crazy exBF and that after all, I hadn't even met any of his friends yet.
He then proceeded to rack his brain for friends he could introduce me to and it became clear that he hasn't had much of a social life. Now, there are some reasons for that. His wife's alcoholism scotched many attempts at couples friendshiis. He, like all of us, lost some friends in the divorce. His kids are grown and gone and his social life used to revolve around their school activities. He moved about 45 minutes away, like I did, for financial and work reasons. And he was out of commission with a serious knee injury for quite some time shortly after his divorce which kept him from getting around.
I recognize that those are a lot of challenges, and truthfully, I don't have as many friends since my divorce either, although I have a best friend and a life full of family. I also made new friends through the rock band class I took after my divorce. But it's a bit of a red flag that he hasn't maintained his friendships better and may speak to a depressive episode after his divorce. It may also explain his clingy tendency with me. We will see.
Btw he's not a hermit. He plays chess at the chess club and golfs. Plus his job in sales has him interacting with people. I think he's just been lonely.