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I know right? Seriously, Office 365 spam management is a joke. Not only do Microsoft's OWN HOLIDAY PROMOTION EMAILS get marked as SPAM.. but whenever I mark an item or whitelist a domain at the Exchange level it completely ignores the rules.

Has anyone ever successfully got SPAM management working using the native O365 tools?

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Well, the holiday promotion emails are spam, so it is sort of working as intended in that regard

Was about to say this. The fact that MSFT even throws their own promo emails into spam just tells me that there is no special preference kind of bias towards their own stuff, which is imo a feature, not a bug.

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