RE: How much insulation does a boot need?
Stay away from Thinsulate........it doesn't do what the advertising leads you to believe. I've tried it and my feet freeze. Of course, I'm in Montana where the winters are a lot colder than Missouri. Like the others said, make sure your boots aren't too tight...if you are sitting more than walking, get a pair a size larger than normal. And yes, socks make the difference. You're feet will not stay warm if you use cotton socks. I have a pair of Schnee Insulated packs that are excellent. They aren't cheap, but like most things in life.....when it comes to boots, you get what you pay for. When your feet are done growing, get a pair.....they last forever.
Another thing, keep the rest of your body warm and your feet won't get as cold either (Especially your head.......most of the body heat escapes from your head), sowear a warm hat when you are sitting.