Loss of skills

I'm trying to think of what new skills I must have acquired in Singapore which pushed out skills I used to have revolving around cold weather clothing. I'm at a loss to know what those new skills are, but something has caused me to lose my ability to know two particular things:

1. When do you fully make the transition to cold weather clothing in your wardrobe? By this I mean putting away all the summer stuff and pulling out all the winter stuff? How long does this transitional period last?

2. Do I need just one jacket for the fall, or two? This was the question I encountered today while shopping for a coat. I have a winter coat, but I need something until then. I tried on one light weight coat, then found a similar style that had a thin wool/fleece like outside layer instead of cotton. Obviously warmer, right, but necessary? Couldn't I just wear more clothing under the first coat? I can't tell you how plagued I was by this dilemma. The little Minnesotan inside of me was ashamed. How could I forget this kind of information?? In the end, I let my money decide for me - I had to get the awesome shoes of the previous post, so I only wanted to spend enough to buy the lighter weight coat. I figure if I get too cold before I want to pull out my winter coat, I can go back. I also want to take Megan back because she want pink Uggs and a quilted pink vest.

Give me time. I spent the first 26 years of my life in Minnesota. We know how to do cold, and everything leading up to it.