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Using self hosted email service is a big mistake in 2026.
Why are we so willingly ceding one of the few widely used free and open protocols to a handful of $mega-billion providers?

Experience shows that the walls will get taller and the moats will get deeper.

The irony is that if more people started to self host again, especially jogger companies, the problem like one exemplified by this post would be solved quickly.
Because the noise is so loud now that people are basically just coping with the stresses of work life by taking the easy path in the home life.
Because the protocol is flawed at its foundation - there is no good way to make sure that the person sending you something is a person and sending content you'd want to interact with. If the big providers weren't doing this stuff, we'd whine about the enormous amount of spam.

The solution is allow only communications that are demonstrably not spam and not unwanted.

There have been lots of proposals to this effect but maybe you have to put up two cents in a crypto wallet, which the other person can claim if the mail is unwanted. If someone takes your two cents, you remove them from your lists ASAP. The receiver doesn't benefit meaningfully from the 2c so they are unlikely to claim it. The sender is only damaged if a lot of different people claim the 2 cents. Maybe a few domains are default whitelisted even if they don't put up 2 cents, to protect against entities that are important but would be frequently spite-claimed (IRS, courts, and other similar). If you use a provider that doesn't whitelist, fine, but you're going to miss those emails.

Maybe the top 'spite claim' users are published and it becomes difficult to get people to agree to put up money to talk to you.

This reduces spam to the level of junk mail, which is still not totally trivial but is orders of magnitude more manageable.

> the protocol is flawed at its foundation - there is no good way to make sure that the person sending you something is a person and sending content you'd want to interact with.

There is and it's the same as other protocols including proprietary ones - a sender address whitelist.

There's no proprietary protocol that solved spam either.

Nearly all the spam I get has an email address from those providers.

Seems they are the disease not the cure

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> frequently spite-claimed (IRS, courts, and other similar)

These entities communicate via plain old mail, that costs more than 2 cents already.

Spam is a super solved problem though and I'd rather have false negative spam than email oligarchy.
why do we cling on to the email protocol at all?

We have dozens of different ways to send E2EE messages to each other, with realtime publish-subscribe, and yet billions of dollars are spent trying to duct tape email. Who cares if Outlook/Gmail/Icloud use IMAP or Websocket? If the interface looks the same to the end user will they really care?

Why are we so willingly ceding one of the few widely used free and open protocols to replace it with incompatible proprietary ones that don't interoperate?

Experience shows that the walls will get taller and the moats will get deeper.

A web forum's users, who love nothing more than using the "flag" button to stomp out comments they don't like, are indignant upon discovering the world's third largest email provider has a "flag" button of their own.
Third? What's second, Yahoo? I know Gmail is first.
Sounds more like using outlook.com is a mistake. I've been running my own mail server for over 20 years and outlook.com is literally the only domain I have had problems with, and this is the only reason that I now send via Scaleway's free transactional email service.

The people working on outlook.com are just talentless amateurs - the rest knows how to do it right. It's a shame it's so widely used.

>I've been running my own mail server for over 20 years and outlook.com is literally the only domain I have had problems with

What about tencent.com, foxmail.com, or qq.com?

I don't disagree, but what are your options when a giant portion of the population uses O365 and outlook.com? How are you going to get them to stop using it, so that legit emails from user-owned servers are not silently rejected?

Most of them wouldn't even care probably...

It depends on the nature of the transaction. If the user needs the email more than you do, you just remind them Outlook deletes your messages, and they'll find a way, and in the long term usage of Outlook will decrease.
I use a sending service. I would prefer not having to, but at least all inbound email goes directly to my server.
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Alt take: Using a Microsoft-hosted email service is a big mistake in 2026...
That may be so, but you can't control what mail service your recipients use. So whether or not it's a bad idea, it can be your problem. That said I don't agree with OP that self-hosting mail is a bad idea.
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You can take my email server from my cold, dead hands.
Proudly self-hosting since 2001. My mail server is in my basement. Do not know what you are talking about.
How often would you be able to detect acceptance-but-non-delivery of your emails to office.com-hosted emails?
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Now watch the goal post moving at light speed. This site is by business for business. They can't stand self hosting. Saas or bust. No matter how much time you spend demonstrating the opposite the next time someone mentions email they'll get a backlash. It's mind boggling how it plays out the same every single time. But give them a saas that returns the next integer for $19.99/month and that "creator" will be praised for their hard work. :)
This is what google and microsoft want the make you think for obvious reasons.

Fortunate for those running their own servers is that they actually still get all the cool emails from people not complying.

Why?

At the most you need to use an external service for delivery (usually because you have problems with MS) but you can still run your own server with no difficulties once you do that.

That said, DMARC is required by a lot of people now, so I do not think this particular issue is a problem.

I have been self hosting my my personal email (and for family). Few problems so far other than delivery to MS and I have recently moved a domain I use for work email over.

Oddly enough the MS problems come from hotmail, but not other services. If that is a problem, then pay a bit to have email delivered.

It's not enough. I have a domain that I had a very long time but it is on an undesirable tld. I got it long before it was problematic. Outlook always puts my mail in the SPAM folder even though I have done everything I could. I even deliver through a trusted provider. Not on any spam list. DMARC, DKIM, SPF all set up. No dice.
I've never had a problem not having dmarc. DMARC doesn't really mean anything. The security comes from DKIM (or SPF, but that's garbage)