Hi Ryan:
Becareful of that fooling window. I have the same senario. same window. It works when it wants to. And guess what last year it went down but would not go up. That too in winter in NY. Man I was so upset. and at taht time my heating did not work thanks to busted aux water pump and busted monovalve mechanism.
I had frost bites on my butts. LOL
well after few days of shaking the wires in the door hinge it went up and since then never touched that switch. I plan to open it one of these days to see for any obvious loose connections if not found , I will unplug that window motor if unplugging it does not affect the function of other windows or anything else.( you know how stupidly interconnected things are on these cars) .So if you roll them down make sure you can put them back up.

MVK

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1985 300D Turbo 179,000miles