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Comment on Microsoft Silently Dropping Emails – a Sad but True Story (2020)parent

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I'm self-hosting my mails. Microsoft expects you to send enough mails to consider your mails not as spam. One thing Fastmail does that people who self-host can't is: sending enough mails.

I don't know what other measure they may take but this alone probably goes a long way.

And yes, this is fucking frustrating. I'm not going to send thousands of mails per months just for the sake of it and don't know how I should do that without spamming. This is so fucked up.

This is definitely something I've never heard of, thanks for mentioning it -- I had no idea there was such a consideration (or even that it would be a good way to filter out scammers)

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