I've considered doing this; my concern is the windchill. How do you manage that?

I commute with a regular bike and proper clothing is your friend. It's also not rocket science. You get pretty warm through the movement so often it's okay to just wear something that stops the wind.

I usually wear regular clothing (like jeans and hoodie) and add to it when necessary (long johns in the winter, maybe a power-stretch jacket).

For me my fingers and face are the part that suffers most. Beause you are working out you do warm up.

Its only about 35-40 minutes for me so I can be a little lighter on the clothing. A balaclava for my face (Its a a ski mask with an big circular opening for my nose and eyes). Thats usually enough, but I have a thin hat that fits under the helmet. my work shirts are golf shirts and wick sweat away, but wool or polypro long underwear is helpful when its really really cold. You don't want to get wet from sweat, because it will suck the heat out of you. I usually just use normal pants. I have a flease jacket and a windproof shell on top.

I use wool glove liners and good windproof gloves. My hands can still get cold. Especially when its windy along the river. I'm experimenting with usb li-on glove warmers, which seem to help on the two times I've used them. They're kind bulky in my gloves and I don't love that.

(I've seen people with fixed hand warmers on there bikes but I haven't gone that far). Ski googles too (I wear glasses so that helps the wind in my eye problem).

Good socks too. I lower my seat in the winter to make it easier to touch ground if I hit ice.

My experience is that it's most important to keep your ears, hands, and torso warm, which I achieve with a windbreaker vest or jacket depending on how cold it is. Even if I'm a bit chilly when I leave, I'm certain to be warm when I arrive at my destination -- sometimes a bit too warm, but not nearly as sweaty as I would be if I were riding a regular bike instead of an e-bike.