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Joined 1 year ago
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Cake day: June 13th, 2023

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  • I’ve had similar experiences trying to send mail to Microsoft-hosted email addresses. My current “solution” is to send all outgoing mail directly from my VPS-hosted Mailu server… EXCEPT for Microsoft-destined mail. For those messages, they get transparently relayed from Postfix to a third-party email sending service that Microsoft apparently trusts.

    The upshot is I can still use my own Postfix daemon for all mail sent to sane (non-Microsoft) providers.