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▲ daneel_w 6 hours ago

It's possibly yet another issue relating to the long streak of problems seen the recent months by primarily self-hosters trying to reach people and businesses behind Outlook servers. The past few weeks a lot of my e-mails to friends and family using Hotmail have gone missing. All envelopes were OKd by Outlook servers, nothing bounced, e-mails just gone. My setup is clean, my network is clean.

▲SoftTalker 6 hours ago | parent | next [-]

I'm fine with providers imposing some default level of spam protection but as a user I'd like the option to disable it, even better if I can disable it per domain or sender. The old technique of adding the sender to your contacts doesn't work reliably anymore.

▲daneel_w 6 hours ago | parent [-]

"The old technique of adding the sender to your contacts doesn't work reliably anymore."

An Outlook user first reaching out to you, and you replying and including the unique message-ID of their original envelope in your headers, doesn't affect anything either. Absurd. The whole situation is complete dog shit.

▲pamcake 5 hours ago | parent | prev [-]

"First time?"

It's not months it's years.

▲daneel_w 4 hours ago | parent [-]

Anecdotal. I've self-hosted for many years but didn't run into these issues with O365 until this year. But not surprised to hear it.