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One thing at a time, and build on it iteratively. Safety and basic principles first, then nuance. Teaching sucks. I'm not that good at it, and sometimes your student is just stupid and untrainable. Hopefully you don't have too many of those.

I'd also suggest wool socks instead of cotton, and especially synthetics. Something like DarnTough with a thinish tight weave would be good for summer.

I'm not sure what you can do to reduce heat tbh. You're putting out 100° just from your body. If it's close to 100° outside, you're gonna be 100° barring active cooling. You could try something like desert combat boots with nylon panels instead of leather, but I haven't found they're much cooler...

Combat boots are 8". I never felt like I wanted anything higher or lower. That's doing any kind of work on ground or in a tree.