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 >>/72725/
I use le col's "deep winter" base layer which is warmer than I expected, but the material is kind of fragile, which sucks. Way more expensive than it should be also - only buy if on deep discount. I'm sure there are other, better options.
An insulated spring/fall long sleeve jersey on top. I have one that is wind proof and one that isn't.
A gore shakedry (rip) jacket is my prized possession though. Being able to stuff it in a pocket is incredible. I don't know what the closest current option is. Usually kept in the pocket for emergency rain or while fixing mechanicals. For wet or really cold days I'll ride with it on top of everything else.
For bibs I have yet to find something truly good for cold/wet. Best I have is Sportful fiandre tights which repel water some amount, but are no warmer than your average long bibs. Maybe some form of vingegaard-style layering is the solution here, but it's probably the least important part to keep dry/warm so I manage.
Most recent addition is Lake CX146 boots. They have essentially done away with the need for overshoes, which more convenience than essential really. They don't have vented soles like my other shoes though, so water ingress is way less. They're not properly water proof though. In a harsh shower they'll still let in more water than I had hoped.