November Rifle Openers here in KY are usually about 35F.
What I wanted in a hunting hat was as follows:
1) It had to be solid Hunter Orange according to law
2) It needed decent insulation.
3) It needed to be waterproof
4) It needed fold-down earflaps
5) It needed a brim to protect my glasses from rain and snow
6) I preferred fake poly wool. No fur.
7) It would have to work with a wool balaclava. I have a large head, so I needed an extra-large size.
8) Ideally, the underside of the brim would be some other color besides orange. Having a big patch of day-glo orange right there at my forehead gave me eyestrain.
It took the better part of a decade to find it. I eventually found it on Sportsmansguide.com about 13 years ago, and bought two. I figured that if it rained in the morning, I'd want to change it out before the afternoon.
I start out on a cold morning with the balaclava underneath and the hat on top with the flaps down. After the sun comes up, I pull up the flaps, and later pull the balaclava down so it is just protecting my neck. When it rains, I wear it with the flaps folded out to act like a mini-umbrella. You see caricatures of hunters with their flaps out like this, but it is a serious feature, and one I use frequently.
I'd had what's known as a Wazoo hat for years. It is a Minnesota duck hunter hat that had most of these things, but I could not find one in Hunter Orange. The bill was a bit short, but it worked in most conditions. I used this for decades as a bow hunter. What I ended up with was like a Wazoo with a brim, or else you could call it a Bomber hat with a brim. Nobody seems to make these anymore, or if they do they have some other deficiency.
For warmer mornings, and afternoon hunts, I now have a Stormy Kromer in orange. It's great. It ticks all most of the boxes, but it not quite as warm as the other. I started wearing a plaid Kromer all-day/every-day when I went for Chemo to replace the hair I'd lost. Frankly, I was a mess and even in 90F, I was still getting chilled. Now that I'm getting better, I'm able to leave the hat off on warmer days.