Moving to from a warm climate, I didn't realize that there is a sense of cold temperature I needed to try to get up to speed on quickly. Moving from the United States to Canada (anywhere really), presented an additional layer of context that I needed to figure out, which was the change from standard (F) to metric (C). So I decided to put a simple guide together for future expats or transplanties.
First some important temperatures and conversions:
Very Hot => 100 F => 37.78C
This is tank top and shorts weather
Room Temperature => 65F to 72F => 20C to 25C
This is slacks/jeans, and a polo or dress shirt. What you normally wear to an office job is fine
Cool Temperature (Spring/Fall) => 46F => 8C
This is sweater/light jacket weather. If it's raining, this can be pretty miserable, so keep that in mind.
Special Clothing: Hat or something hooded in case it gets any colder. Rain at this temperature really changes your ability to cope with it so make sure you have an umbrella if you might need it.
Cold Temperature => 41F to 23F => 5C to -5C
This is the temperature it's going to be snowing most of the time when it precipitates. You want to cover most of your skin, and especially your head.
Special Clothing: Hat to cover head and ears. GLOVES! Good socks. A good jacket, and a sweater or sweatshirt for layering. That way you can use just the jacket or just the sweater if it gets warmer during the day.
Very Cold => Below 23F => Below -5C
This is when you really have to get serious about covering your skin. At this temperature it becomes almost dangerous if you don't have enough clothing because you can get so cold you won't be able to will yourself to move or get to where you need to.
Special Clothing: Good Jacket. Hat to cover head and ears. Gloves. Thermal undergarments are the best investment you can make in your cold weather wardrobe because you can wear it under any of your existing clothing and it adds A TON of warmth. They are also some of the most cheap pieces of warm clothing you can get.
Anyways, I'll go back and edit this post as I have time to fill in more of the back story that led to this post, but for now I thought this might be helpful to some people.