Hi Shell and welcome. Nice job. It will get easier every time you carry. You are very right about demonstrating confidence when you carry, people pick up on that. If you don't have a small voice recorder I highly recommend you get one. That way you can prove you are not being "disorderly". I am not from the Madison area but I think Madison is won over. Several members walked around the Square and down State St. without incident so I think the police have got the message. If you want to get some carry experience in an open carry friendly environment take a drive up to Gander Mountain at DeForest and wander around in there for a while.
Oh, tell your husband to grow a pair.