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@hippy
I normally carry a down jacket even though 95% of the time it's too warm. I'm actually looking to get a thinner synth down jacket or perhaps gilet as an alternative. But if I broke down to the point I couldn't move forward and it's 0C then I'd at least have my down jacket to put on, some leg warmers usually and a rain jacket always. Merino cap in lower temps or normal cap in warmer weather.
I use Zipp Vukas. You might simply benefit from raising your bars. My missus doesn't have aerobars and she doesn't have any hand troubles even though she rides the same stuff I do. You want to be able to use all the positions the drop bars offer without straining to do so. If your bars are so low you're never using the drops then they could go up. Closer is another option. Depends on stem length.