Might mean (unverified): Purchase items off-season for savings.
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We found one dictionary that defines the word buy straw hats in winter:

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  1. buy straw hats in winter: Wiktionary

Definitions from Wiktionary (buy straw hats in winter)

verb:  (idiomatic) Of stocks, to buy when both demand and price are low, so as to sell when demand and price are high.

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