I would go try on as many high end boots as you can find. Walk around the store a lot, find the one that fits you the best, insulated as you need or don’t need. Write down the size, and watch RS, EBay, Craigslist. I was able to find $500 boots, hiked in one hunt for $250 this way after they didn’t fit someone toe box right.
Decide if you want a sole stiff as a board (I do) or a bit flexible. If you hunt steep terrain I like stiff, flat sage brushy land I like flexible. Since I only wanted to buy one pair, I got the super stiff boots as my ankles are terrible, and shorten my stride on flat ground and it saves some wear and tear on my feet.
All the brands are great boots, but if your feet are wider in one place, narrow in another they could be the worst purchase and waste of money even though they are high quality.
I have yet to be begin to procrastinate.