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Why does categorize not seem to be consistent?

Quicken Premier - Windows
Version: R25.21
Build: 27.1.25.21

I have a memorized Payee with an assigned category, but when I test the auto-categorize by manually entering a transaction for that Payee, the category doesn't auto-fill.

On the flip side, when I enter "Amazon" as the payee, the category autofills to "shopping", even though I confirmed that "Amazon" is not listed in the memorized payee list.

Am I not understanding how this should be working or does there appear to be a bug?

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