Just a quick note. The 'wings' which attach to the side fairings, for those of us that run in cooler weather, we often reverse these to channel air away, instead of towards the engine (helps keep the feet warmer). Some people just remove these entirely, for smoother aerodynamics...
If yours are channeling air away from your feet instead of towards them, this might contribute to how warm your feet get when traveling on hot days.
I agree with the above comments. Once moving, yeah heat really isn't an issue. My main issue is how fast I can unzip my riding jacket once I park on warm days (the sun warms it up real quick when I'm not moving). I'm a firm believer in A.T.G.A.T.T.!
Draft protection in cold weather is exceptional. With a pair of grip heaters and appropriate clothing, yeah you are in very good shape. I think you'd have to look to a Goldwing or similar for better cold weather protection. That being said, I now have a 'bike stays parked if temps fall below 40 degrees' rule, thanks to that tiny patch of ice I found the hard way under a bridge one day... The Connie actually does pretty well in sub-freezing temps, once you get it started, but yeah with only two wheels ice can be a real issue.
As for how top heavy Connies are, yeah this can be an issue, and there are times I wish I had a lighter bike. The things are just so damn dependable though, once you sort out the carb and j-box issues!
The side cases are just so roomy to boot - I use my Connie for grocery shopping on a regular basis, and you can get a lot of groceries into those two sidebags (if you are buying for one, at least). Plus, slap the bag of cat/dog food or cereal on the seat behind you, with a couple of bungees to hold it in place, and yeah that about covers my weekly grocery shopping. My 17" laptop (in the backpack I use to carry it) also fits in these cases, so yeah I just LOVE the C-10 side cases. There is a discussion somewhere in this forum about how many cans of beer you can fit into a C-10 side case...
The more 'stylish' cases on the C-14 don't look like they'd carry as much as the C-10 bags, plus with their angular design I don't think my 17" laptop would fit, but I haven't actually popped one open to see.