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[–] 2 points 3 days ago (14 children)

I've done that and learned a lot. Microsoft (Outlook, Hotmail) won't accept your email without paying them, or forwarding through someone who does (proton?).

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  • [–] 7 points 3 days ago (4 children)

    i'm surprisingly ok with microslop not accepting my email actually

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  • [–] 2 points 3 days ago (2 children)

    As am I. i don't forward through anyone. All working well, but the learning process did, as you alluded to, give me white hairs.

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  • [–] 1 point 3 days ago (1 child)

    noted, thank you.

    while we're here, any other tips i should keep in mind? what's your stack (if you don't mind sharing)?

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  • [–] 3 points 3 days ago

    Postfix, Dovecot, MySQL (MariaDB), postgrey, spamassasin.

    Tips:

    • once you get it running, keep close control and be prepared to shut down when the spam hounds find you.
    • Do set up dmarc, dkim, and spf
    • Put your server on spamhaus.org
    • Don't start if you're feeling lazy, this will take a lot of mental attention.

    I did mine before LLM's, so I can't comment how useful this will be, but I worry one might not understand the decisions made.

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  • [–] 4 points 3 days ago (8 children)

    Microsoft (Outlook, Hotmail) won’t accept your email without paying them, or forwarding through someone who does

    That's absolutely not true. They sometimes bork some messages and signatures internally, but aside from that, delivery to MS stuff (and that includes a lot of business behind their "outlook protection" service) has been fine for years.

    And, contrary to old beliefs, it has been mostly fine all around. Just properly setup DKIM, your DMARC and SPF records, and don't actually send spam. The worst that could happen is if you're trying to send through some residential IP, as large blocks can occasionally get blocked. But a cheap hosting anywhere (even in a spamfarm-ridden provider) is very likely to work fine.

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  • [–] 2 points 3 days ago (5 children)

    Lol no

    Maybe if you've got a 10 year old domain that's been actively sending legit email everyday or something, but my email from my server goes straight to spam on outlook. Literally everywhere else is fine.

    // yes my dmarc, dkim and spf are fine. No I'm not on any blocklists. No my IP is not a residential IP lol. The domain and server just turned 1 year old last week :]

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  • [–] 2 points 3 days ago (4 children)

    Well, I must have imagined all the traffic being fine going out from an OVH server all this time then /shrug

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  • [–] 0 points 2 days ago (3 children)

    Listen, I'm happy for you that your setup works, truly. I'm absolutely not trying to imply that it isn't. It's simply just not "fine all around". It's fine for you.

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  • [–] 1 point 14 hours ago (2 children)

    Both work servers, my private server, and a handful of colleagues running the same setups, on various hosts…

    Yes, I agree it is anecdotal evidences. But seriously, people going around saying "it's impossible, you have to pay them for delivery to work" is not only disingenuous, it's factually wrong.

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  • [–] 1 point 14 hours ago (1 child)

    Are you all on OVH, then? Maybe my IP is the just the problem. Or do you all perhaps have older domains? Did you do any IP warming? I'd love to know. The openness of email is important.

    (And fwiw, I'm not the same person as who implied you'd have to pay. In fact, I've never heard of that before)

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  • [–] 1 point 1 hour ago

    Yes, me and $job are on OVH, moved the servers twice, so basically had moved over 6 IPs. Colleagues running on different providers though; Scaleway/Online mostly. I experimented a bit with hosting everything at home, which worked fine at the time for mail reception and delivery, but had to give up on it because it wasn't very stable (I had hilarious smokeping at the time).

    And, I'm just tired of the whole "you can't host your mails" thing. It's not all perfect, but on the rare occasion someone (usually a third party service selling both a blocking list AND an unblocking service…) flagged us, it was resolved in a day, with a single contact email. It happened twice in the last few years.

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  • [–] 2 points 3 days ago

    I'm sending through a vps and have properly set up all the things (dmarc, dkim, spf, et al).

    It was years ago when I set up, but I spent some time trying to get the mail to go through (wife uses Hotmail). The rabbit hole led me to a service I could purchase that would allow the mail to go through. Many fora articles paralleled my own experiences.

    I don't send spam, and my "reputation" is good. I'll look into it again.

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