Should I clay before winter or after?

That shouldn't be a concern.

Claying just removes above-surface contaminates to make your paint look its best after the polishing/LSP.

It won't affect the LSP's longevity. :)

Ohh I was thought and read that decontaminating paint before LSP helps make it last the longest?
 
Before, during and after. Why let bonded contaminants stay on your paint?
 
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