When it comes to upper body warmth, my plan was at least a little flawed. With only two jackets in my roster, and one being more geared towards urban riding, I wound up in a relatively light textile jacket, with the idea of packing several layers to pile on underneath as needed. On one hand, this made it easy to adjust levels of warmth during daytime riding and avoid any potential overheating. Now, in the darkness and with a chill setting in, staying warm was proving to be a bit of a challenge. My first serious layer-up after 9 pm made a reasonable difference. However because there was no solid shield between the wind and the layers of cotton and polyester beneath, it was only a matter of time before that outside air made mockery of my attempt at insulation. Veteran riders will always say that good gear makes all the difference – they’re right. Though I was at least on the right track with the mindset of “pack for the weather you might hit, not the weather in your driveway,” spending coin on a proper adventure/touring jacket (like the Alpinestars Andes Pro Drystar , for example) would have made a massive difference.