I find it humorous you southerners still get to ride in ( warm) 40f weather. I ain't seen since September! Have been riding my snowmachine here for weeks already.
Bit to be serious, my near expert advice for cold weather riding:
If you can keep your head, hands and feet warm, the rest of you will be warm too.
Heated grips are great but if you wear big bulky ski type or gauntlet gloves, it can get uncomfortable, sweaty or not have the heat penetrate. Solution I use is a thin mx style glove under a single layer fleece type that has a leather-like palm.
This gives excellent grip without slip, good heat transfer, and layered insulation on the knuckle. And the fleece allowed for wiping the snotcicles! Lol!
Next I really love my Klim helmet liner. There are many types that will fill the gap and tuck nicely under the neck. Nothing worse than a blow torch on the side of the neck....bin der dun dat.
As for boots: Muck arctic pro. Keeps you warm and dry down to -10f all day but offers little road protection. And yes, my size 12 flippers will work on the pegs in them!
As for clothing, anything that keeps it loose and layered but also straps at neck and cuffs is fine.
A warm under layer over a weather resistant shell is far better than a thick outer jacket only....it gets damp or you sweat getting to hot and can't change out an under layer.
Yo moma always said bring a clean pair of underwear. I say bring extra dry socks if you don't pack anything else!
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