this post was submitted on 14 Sep 2025
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I tried maybe 15 years ago and it went about as well as you'd expect for back then. But I'm starting to get the itch again.

Have any of you tried relatively recently? How impossible is it to get reliable deliverability to gmail and whatnot these days?

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[–] tal@olio.cafe 3 points 6 hours ago

I have not done so in the traditional sense in quite some years. My experience was that it was an increasing headache due to crashing into a wide variety of anti-spam efforts. Get email past one and crash into another.

Depending upon your use case -- using the "forward to a smarthost" feature in some mail server packages to forward to a mailserver run by a SMTP service provider with whom you have an account might work for you. Then it still looks to local software like you have a local mailserver.

If I were going to do a conventional, no-smarthost mailserver today, I think that I would probably start out by setting up a bunch of spam-filtering stuff


SpamAssassin, I dunno what-all gets used these days on a "regular" account


and then emailing stuff from my server and seeing what throws up red flags. That'd let me actually see the scoring and stuff that's killing email. Once I had it as clean as I could get it, I'd get a variety of people I know on different mail servers and ask them to respond back to a test email, and see what made it out.