Die hard dedicated mountaineering boot guy here. I have yet to see a combat/tac boot that supports your foot the way a mountain boot does.
The last pair of all leather boots I had were Fabiano's and after 9 years and 2 sets of soles I had to retire them because the leather was breaking down and leaking. I still use them around the house. 9 years worth of boot for 250.00- not a bad investment.
My current boots are LaSportiva Makalu's that I had shipped in. Nice and stiff, light and GoreTex lined.

OT- what weatherproofing do you guys like? I like NikWax or SnoSeal. Rub it on the boot cold and then hit them with the blow dryer till it melts and is absorbed. Keep putting it on until the boot will take no more.
Once a year before winter after that.