JD,
I have been thinking about insulating mine. Of course that would mean emptying it out first [a major undertaking] and then I would also have to put some kind of ceiling board on the bottoms of the trusses. My shop is a small 14' X 20' outdoor shed, and then I have another 10' X 12' building behind it with some more storage, where I keep wood [flat boards, plywood, and some turning blanks]
My problem is that I have the 4" pvc piping for my dust collection run overhead between the roof and the bottom of the trusses, in the space between top and bottom members of the trusses. That would mean I would have to find a way to run the pipe along the wall, which in my shop is not a good option, with the way I have everything configured.
I hope to build a much larger shop in the future, but have some higher priority issues for the available $$$$ at this time, so I will live with it for now, not ideal I know, but I have dealt with it this long.
Your shop sounds like it is going to be a real nice hangout for a wood working guy!
Remember, in a moments time, everything can change!
Vision - not just seeing what is, but seeing what can be!