I prefer natural fibers because I think they breathe better and keep me better regulated. And as someone that works outside year round in the Midwest, layers are what work. I have found that keeping my chest the warmest, it helps keep the rest of me warm as well.
Just don’t sweat, or if you do, be down to the lowest layer possible. And when you go in, get down to the lowest layer to air out the top layers and to help regulate your body heat.
I drive a forklift so how ever cold it is outside I get an additional 8mph of wind-chill
So today is really going to suck as there’s 15mph winds coming in, so in one direction I’m getting 23 mph worth of wind-chill and the other I’m getting 7
Edit: Also overlapping seams are pretty important as gaps can let air flow in when in motion
Carhart overalls (knock off brands might or might not be good). A good sweatshirt. Unzip or remove as needed - different parts of the day and different activities demand different levels of outwear. At the end of the day find all the clothes you shed and pack them back home for the next days.
For chilly days the cheap "jersey" gloves work great: buy a case. You need a new pair every day, but they are thin enough that they are easy to work in and cheap enough that you don't care about a new pair daily. For cold days the yellow "chore gloves" work great, keep a dozen around so you can switch when they get wet. Most of the time I just let them air dry in my car.
Only really cold days have breakfast and start later in the day.
The only think I can't help you with is when it is -1C and raining. If at all possible stay home.
One thing that helped me more than I expected was an insulated face mask. They’re usually marketed to hunters. A good one sits comfortably below glasses or safety goggles, and it stands just off your face except for the edge.
Adding this allowed me to be more comfortable in colder temperatures and strong wind with less layers overall.
Layers, lots of layers. If you need to use your hands, latex gloves works great to keep your hand warm while retaining dexterity. Also when you come in from outside, strip the cold clothes off and put dry clothes on
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