I bought a pair of tactical boots last spring, they were supposedly waterproof. I have to admit they were very comfortable when I first put them on, two problems.
1) They were NOT waterproof by any stretch of the imagination. After 2 hours in a downpour, my feet were soaked, to the point that the dye in the leather ran into my white socks and they became black socks.
2) I broke/bent the shank on the bottom of the boot putting the bike on the center stand. I had to throw the boots away after 4 months.
I bought a pair of Chippewa Loggers. They ARE truly waterproof, I have ridden in the rain for hours, literally, and my feet stayed bone dry. They are warm and now comfortable, took a while to break them in. They are not hot in the summer and are warm in the winter and cooler times. I will not own another pair of boots for riding other than these.