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If the chance I'm going to buy something that I've already bought again is close to 0, and it's not smart enough to find anything else for me that it thinks I should buy, then logically it should show me random things. That way I'm training the algorithm for them and maybe I'll find something I want.

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Logically, they will show you whatever is most likely to generate revenue (possibly amortized over time). As long as the probability of you reordering is higher than that if you buying a random item out of millions (and those odds are tiny to begin with), the logical thing to do is to show you the item you already ordered.

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