Earlier quoted context omitted.
The whole IP reputation problem seems to mostly be a Google/Microsoft problem. Unfortunately, most of the world seems to use one of those two platforms. Routing mail to those two services via a third party seems like the wisest choice. May I ask how you implemented that?
I use exim4. So after doing the usual SES setup, I can change the smarthost router to look like this: SMARTHOST_FOR_MS = email-smtp.us-east-2.amazonaws.com::587 smarthost: debug_print = "R: smarthost for $local_part@$domain" driver = manualroute domains = ! +local_domains transport = remote_smtp_smarthost route_list = hotmail.com SMARTHOST_FOR_MS byname ; \ live.com SMARTHOST_FOR_MS byname ; \ outlook.com SMARTHOST_F…
Self-hosting email in 2025 is easy actually (apart from M365)
51–60 of 79 posts
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#52Re: Self-hosting email in 2025 is easy actually (apart from M365)
#53Earlier quoted context omitted.
Searching sucks but with Tahoe it has improved. It's funny - apples super old email client Cyberdog from the 90s had better search.
We built a cross-platform offline-first IMAP client: https://marcoapp.io Search is single-digit ms. All metadata stored on the client. I built this over the course of a year, literally driven by my frustration with Apple Mail. Maybe give it a try! Edit: Also, extremely brave of you to upgrade to Tahoe. No chance for me
> All metadata stored on the client.
Passwords, tokens, and attachments stored on your servers according to your privacy policy. And headers, message bodies, drafts, contacts, and flags if encrypted server cache meant what it sounded like. And telemetry with no choice mentioned.
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#54Also — I use a mail host provider and I would even think about hosting my mail from “scratch”. And I am never using my domain as a disposable address domain or email per service kinda way ever again. Hell, I might even disable catch-all. Then stick to disposable and privacy email providers like SimpleLogin for the rest.
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#55Earlier quoted context omitted.
> You can usually switch host ...it took OP 8 months of "rolling the gacha" and waiting to get a clean IP; no mention of costs. Not really a solution in my book. If you're willing to wait 8 months for working email, I put it to you you're actually using some other provider for your life and the thing you are playing with is a toy. I've been self-hosting my email for a pretty long time. I first started down the reputa…
If cost is not an issue one can run standby servers in multiple locations and have backups to all of them. Just as MX records allow for multiple inbound servers one can have multiple outbound servers as well. Park a few unused or vanity domains on them and have cronjobs send automated emails to yourself. I reply to those emails so the likes of Gmail see interaction between them. With time all IP addresses get good re…
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#56Earlier quoted context omitted.
I use exim4. So after doing the usual SES setup, I can change the smarthost router to look like this: SMARTHOST_FOR_MS = email-smtp.us-east-2.amazonaws.com::587 smarthost: debug_print = "R: smarthost for $local_part@$domain" driver = manualroute domains = ! +local_domains transport = remote_smtp_smarthost route_list = hotmail.com SMARTHOST_FOR_MS byname ; \ live.com SMARTHOST_FOR_MS byname ; \ outlook.com SMARTHOST_F…
How about custom domains hosted on m365?
Mysterious and ineffable are the ways of Microsoft.
(note that their MX record is usually a *.protection.outlook.com entry regardless of the custom domain, so I'd use that to bootstrap a rule if I had a more general problem with Microsoft)
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#57Earlier quoted context omitted.
If cost is not an issue one can run standby servers in multiple locations and have backups to all of them. Just as MX records allow for multiple inbound servers one can have multiple outbound servers as well. Park a few unused or vanity domains on them and have cronjobs send automated emails to yourself. I reply to those emails so the likes of Gmail see interaction between them. With time all IP addresses get good re…
An IP laundering service certainly sounds like a potential startup opportunity. Certainly I'd have paid for a proven good IP in the past before I developed my current solution.
Email marketing services provide a similar feature called IP warm-up which does the same thing but over a shorter timeline.
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#58> i think the myth of "you can't self-host email" persists because while it can evidently be done, basically all of the software involved is ancient, baroque, inconsistently documented, requires a PhD in Bullshit to correctly configure, and is almost actively hostile to observation. but this is _annoying_, very different from _impossible_, and fortunately mostly solvable by delegating the annoying bits to an expert u…
> Or you don’t self-host but use a major email provider and don’t have the problem. Or you just use a mail relay as most VPS providers enforce anyway.
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#59> i think the myth of "you can't self-host email" persists because while it can evidently be done, basically all of the software involved is ancient, baroque, inconsistently documented, requires a PhD in Bullshit to correctly configure, and is almost actively hostile to observation. but this is _annoying_, very different from _impossible_, and fortunately mostly solvable by delegating the annoying bits to an expert u…
Microsoft 365 is corporate business email for corporate businesses. If you're a corporate business, you're already using it, and if you're not then you probably don't want to talk to anyone who's using it anyway. Even if you could pass their filtering, they'd just manually ignore your emails because they only want to talk to corporate businesses.
Re: Self-hosting email in 2025 is easy actually (apart from M365)
#60Earlier quoted context omitted.
An IP laundering service certainly sounds like a potential startup opportunity. Certainly I'd have paid for a proven good IP in the past before I developed my current solution.
You mean reputation laundering ? Email marketing services provide a similar feature called IP warm-up which does the same thing but over a shorter timeline.
I suspect the reason SES is an exception is because it is very widely used for things like e-tickets, transaction confirmations and so on, and also goes to a nonzero amount of trouble to dissuade marketers rather than having them as the main customers.