CW, Don't forget, there is a reason people on these boards refer to the WAS as an "alien" and "in a fog". For some reason, when they get in these A's or a MLC, they do become a different person. It is important to remember that... not to excuse their behavior, because there is NO EXCUSE, but instead to help make sense out something that makes no sense at all.
I can tell you from personal experience if you can hang in there and DB, the fog does eventually start to lift. Now that my H is away from the influence of OW, and the addictive quality that many A's have, he is in disbelief himself at what he was thinking, the choices he made etc.
Hang in there!
About whether to initiate conversations about finances... just like about your S14, if it is really important, you have every right to bring it up. If it is not urgent, wait until he initiates contact and then bring it up to him.