News for hackers. Stuff that matters.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Neikius on Sunday November 08, 2026 @03:40PM (#50416963)
Outlook.com is also rejecting mail based on blocklists that are not public and you essentialy cannot get yourself out. My VPS provider is pretty much entirely blocked and their regular blocklist process says we are golden so nothing to unblock.

Outlook.com and similar are an anathema to email. This is why they tell you not to run a mail server .

On the other hand rejecting domains without dmarc is fine. Just not happy it is silent.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by system2 on Sunday November 08, 2026 @03:55PM (#50417145)
Using self hosted email service is a big mistake in 2026.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by SoftTalker on Sunday November 08, 2026 @03:57PM (#50417170)
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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cheschire on Sunday November 08, 2026 @04:02PM (#50417217)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by idiotsecant on Sunday November 08, 2026 @04:19PM (#50417398)
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 someone 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 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

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by croes on Sunday November 08, 2026 @05:09PM (#50417914)
Nearly all the spam I get has an email address from those providers.

Seems they are the disease not the cure

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by anonreplier on Sunday November 08, 2026 @05:30PM (#50418118)
Mine isn't from those email hosts, but it from google cloud or Azure typically (not AWS for whatever reason). Related, the gmail spam filter is terrible.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Frotag on Sunday November 08, 2026 @07:34PM (#50419413)
>Related, the gmail spam filter is terrible. It seems insane that gmail doesnt provide a way to automatically send a mail (eg based on domain, keywords, etc) to spam. I know theres block sender but for example aliexpress uses a different name for every email so that's useless.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by SoftTalker on Sunday November 08, 2026 @10:39PM (#50420776)
Most of my spam is from gmail addresses. Why Google hasn't figured out how to stop the fake Norton renewal notices is just mind-boggling.

Lately I've also been getting a lot from compromised MS365 accounts.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pixl97 on Sunday November 08, 2026 @05:31PM (#50418127)
I think you misunderstand the disease.

What this is called is survivorship bias. The question I would ask is how much mail are you not seeing at all because it's dropped at the edge first thing because it's IP block listed?

Next, how much spam are you seeing from them because they and Google are the largest providers on Earth? Kind of like selecting a random person from the population in the US and going "look, it's a white guy". Yea, that's how statistics works.

Lastly, because the are good at blocking spam at the edge, then that's the last bastion of attack for spammers to put their efforts in if they want any return at all.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by unpleasurable on Sunday November 08, 2026 @11:19PM (#50421029)
Sorry but bastions are defensive.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:24AM (#50421394)
I self-host and don't have a spam filter. Spam makes up about 1 in 5 messages I receive. It's always the same spam campaigns that would be easily filtered with a few regexes.

Self-hosting allows me to use a different receiving address for each entity I contact, so I also know exactly who put me on spam lists.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pixl97 on Monday November 09, 2026 @12:06PM (#50428335)
It's been a while since I've been an SMTP server admin but when I was I managed a few hundred thousand mailboxes under different domains. Most likely know one knows about your domain and it has little traffic. On average I saw users domains get around 5 spam to 1 ham. Of course you have outliers. I had one domain that received around 1000 spam to 1 ham. That was a domain that looked like it could belong to a university and it got absolutely flooded.

Anecdotes are not a great thing to run mail servers on, broad statistics are.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by TaLiTr on Monday November 09, 2026 @10:37AM (#50427071)
I'm the sysadmin at my company and we regularly get emails spoofing our own addresses! It's wild that Microsoft can't even protect customers when they have all the info to do so.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by what on Sunday November 08, 2026 @05:23PM (#50418048)
> frequently spite-claimed (IRS, courts, and other similar)

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

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by timcobb on Sunday November 08, 2026 @09:47PM (#50420396)
Spam is a super solved problem though and I'd rather have false negative spam than email oligarchy.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:21AM (#50421382)
> 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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Sunday November 08, 2026 @09:53PM (#50420433)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:25AM (#50421399)
Third? What's second, Yahoo? I know Gmail is first.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cromka on Monday November 09, 2026 @03:32AM (#50422740)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by waterTanuki on Monday November 09, 2026 @03:57AM (#50422941)
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?

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by account42 on Monday November 09, 2026 @04:29AM (#50423212)
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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by waterTanuki on Monday November 09, 2026 @06:10PM (#50433683)
So free and open that open source email clients/servers are the most popular and widely used /s.

Protocols aren't proprietary by definition. It's a protocol. Anyone can implement it.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by newsoftheday on Monday November 09, 2026 @04:22PM (#50432361)
I'm not! Hosted my email since the 1990's, don't plan too stop. I do use the big services too but not giving my ability to use my own server.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nbernard on Sunday November 08, 2026 @04:08PM (#50417270)
Alt take: Using a Microsoft-hosted email service is a big mistake in 2026...
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by bigstrat2003 on Sunday November 08, 2026 @04:18PM (#50417390)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nekusar on Sunday November 08, 2026 @05:37PM (#50418200)
Yes you can.

User signs up, uses @outlook. Your app declines it and explains that they block with no way to remedy, and explain they are a bad vendor.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Scharkenberg on Sunday November 08, 2026 @06:18PM (#50418706)
Deeply unserious take.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nekusar on Sunday November 08, 2026 @07:46PM (#50419509)
As unserious as you claim, we had this exact problem.

Emails would be accepted by Outlook.com, but would never deliver. We had SPF/DKIM/DMARC and full reporting. They RBL'ed us with no remedy.

We told the customer to not use outlook.com BECAUSE we told them we could not guarantee any delivery of messages.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:27AM (#50421417)
Seems to work for many websites. But only if your users aren't giving you money, because it's 50/50 whether they'll use a different email address or give up entirely.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by ethin on Sunday November 08, 2026 @10:59PM (#50420916)
Lol if you do that, your service is just going to have a small minority of people and most people will just not bother using your app/service entirely
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:29AM (#50421423)
Most people aren't using Outlook. If your users mostly are, then this solution doesn't work for you. But it does work for many people.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nbernard on Tuesday November 10, 2026 @10:30AM (#50441785)
Sure, and the same is true from the recipient point of view: If you miss important emails because you are using a MS hosted server, it becomes your problem.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by graemep on Sunday November 08, 2026 @04:10PM (#50417289)
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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by BadBadJellyBean on Sunday November 08, 2026 @04:35PM (#50417565)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by singpolyma3 on Sunday November 08, 2026 @04:50PM (#50417704)
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)
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by glum64 on Sunday November 08, 2026 @04:18PM (#50417391)
Proudly self-hosting since 2001. My mail server is in my basement. Do not know what you are talking about.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by mgkimsal on Sunday November 08, 2026 @04:35PM (#50417561)
How often would you be able to detect acceptance-but-non-delivery of your emails to office.com-hosted emails?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by geek_at on Sunday November 08, 2026 @05:17PM (#50417987)
Always? If emails are not answered you'll usually notice unless you're a Spammer
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by anonreplier on Sunday November 08, 2026 @05:31PM (#50418132)
MS live/hotmail/outlook would silently drop - although not for this DMARC, that gets a straight bounce.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by aboardRat4 on Sunday November 08, 2026 @11:54PM (#50421216)
>Always? If emails are not answered you'll usually notice unless you're a Spammer

Means you're not using your email seriously. For example, to send CVs in response to job postings.

I send up to 20 email per day to people who have issues with their package build scripts, and I have no idea whether they ignore me because they stopped using the distro or because mail got dropped.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cromka on Monday November 09, 2026 @03:35AM (#50422756)
Does it ever get silently dropped or just filed straight in their spam folder?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by alfiedotwtf on Monday November 09, 2026 @04:15AM (#50423100)
Silently dropped in my case.. that’s why I stopped self-hosting. Email hosting is sadly now a cartel
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cromka on Tuesday November 10, 2026 @02:36AM (#50437223)
And that happens even with DKIM and SPF correctly set-up?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by TuringNYC on Sunday November 08, 2026 @10:15PM (#50420594)
> How often would you be able to detect acceptance-but-non-delivery of your emails to office.com-hosted emails?

You should be able to see this on your DMARC dashboard

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by dizhn on Monday November 09, 2026 @01:17AM (#50421741)
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. :)
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by unrented7977 on Sunday November 08, 2026 @05:09PM (#50417908)
No, it isn't. You're just a coward.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by ulrikrasmussen on Sunday November 08, 2026 @05:33PM (#50418147)
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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by stdatomic on Sunday November 08, 2026 @05:46PM (#50418305)
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...

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by ulrikrasmussen on Sunday November 08, 2026 @05:59PM (#50418452)
I use a sending service. I would prefer not having to, but at least all inbound email goes directly to my server.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by raegis on Sunday November 08, 2026 @11:11PM (#50420975)
I've also been running my own server for over 20 years, but do note that the big players may block their senders from delivering mail to your server. This happened to me with GMail around 6-7 years ago, until I configured DMARC and/or DKIM and/or SPF to their liking. As far as I know, they don't do a press release when they update their rules.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by capitainenemo on Sunday November 08, 2026 @11:43PM (#50421156)
I have a perfect score in google postmaster tools on dkim, spf and 0 spam reports. They still send all emails to spam. Same experience for my friend running an indie festival. These days you pretty much have to alert gmail users by some other means (like if signing up on a website) that they have to check spam and whitelist you since it appears gmail would rather block legit emails than allow a single possible spam through.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:26AM (#50421409)
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.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by aboardRat4 on Sunday November 08, 2026 @11:51PM (#50421195)
>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?

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by newsoftheday on Monday November 09, 2026 @04:26PM (#50432420)
I still run my own server and do not use a relay service and do host on a cheap (free actually, OCI) VPS and other cheap VPS's before that since the 1990's. In that time only one big email service blocked my IP by a large block range, twice...Microsoft but by filing a support request here https://olcsupport.office.com/ both times, they resolved in in less than 2 days. The second incident was just in the last several days so the request does work.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by riedel on Sunday November 08, 2026 @05:44PM (#50418282)
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.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by drnick1 on Sunday November 08, 2026 @05:48PM (#50418330)
You can take my email server from my cold, dead hands.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Ungh on Sunday November 08, 2026 @03:56PM (#50417154)
outlook.com and O365 are horrible to deliver to. We regularly get issues where we sent an email it was accepted by O365 but was never delivered to the mailbox. We have one person working at least half the time on resolving stuff like that. And that's from a respectably maintained SES egress with good reputation, DMARC, DKIM configured.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by drdaeman on Sunday November 08, 2026 @06:53PM (#50419069)
There is a trick. Sign up with them, configure custom domain, but don’t set your MX records. On your MTA, route mail that goes to Outlook/Hotmail to go through their MSA with your Outlook credentials and headers stripped as if submitted directly by user. Outlook gets mail through their own MSA it trusts, rest of the world talks to your mail system directly.

I haven’t productionized this setup (I send maybe a dozen emails a year) but it worked for me a couple years back, when I had to send a mail to an Outlook-hosted address and they blackholed everything I tried to send while 250 OKing me.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by unixhero on Monday November 09, 2026 @01:05AM (#50421641)
Great idea
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by litoE on Monday November 09, 2026 @01:13AM (#50421697)
The problem with this setup is that if I want to send email to [email protected] and example.com is actually handled by Outlook, I need to somehow know beforehand that email to example.com needs that special routing. Or do you just route ALL your outbound email through Outlooks MSA?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by danielheath on Monday November 09, 2026 @02:19AM (#50422159)
Pretty easy to tell whether example.com uses outlook; it'll have MX records pointing there.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by jeroenhd on Monday November 09, 2026 @06:00AM (#50423934)
You can usually figure that out by checking the MX records (though some spam filtering middlemen might make that hard to detect) and TXT records (if a domain imports Outlook's SPF list, it's probably on Outlook in the back).
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Sunday November 08, 2026 @07:00PM (#50419127)
Funny, they have no problem handling mail for essentially every Fortune 500 company and others large and small.

It's always people self-hosting mail on a shared server in Moldova (because they think it makes them cool) that are complaining.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pacija on Sunday November 08, 2026 @07:17PM (#50419280)
Nope, people self-hosting mail on their own hardware from their own basement in Serbia ;)

https://www.mimar.rs/blog/a-journey-of-my-mx-server-to-new-r...

And yes, it's cool not to have to let scum read your private communications :D

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pembrook on Sunday November 08, 2026 @07:41PM (#50419467)
Self hosting mail on a shared server in Moldova is basically the entire idea decentralized idea behind email.

Which with cheap models like Jev as spam classifiers, this can now become a reality.

The problem is, Google and Microsoft have monopolized the entire email market, so their esoteric deliverability mysticism from 2007 still persists.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Sunday November 08, 2026 @07:43PM (#50419483)
People used to have party lines and leave their doors unlocked too, but it turns out the world is filled with bad actors and other assorted shitty people.

Email naturally followed this evolution.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by qup on Sunday November 08, 2026 @09:54PM (#50420442)
Some of us still leave our doors unlocked, too.

I've never even had the key to mine. I've lived here over a decade.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by dualvariable on Sunday November 08, 2026 @10:55PM (#50420886)
So naturally everyone should just leave e-mail to be run by all the corporations.

You shouldn't own your car or your house, give them to all the corporations as well.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Monday November 09, 2026 @12:04AM (#50421286)
Nothing is stopping you and your three friends from running your own SMTP servers and emailing each other.

As soon as you want to do business with Outlook's customers, you play by their rules.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by sirtaj on Monday November 09, 2026 @12:24AM (#50421395)
This is one thing I find more on Hacker News than most other discussion sites. Any topic about annoying or bad behaviour by corporations eventually devolves to "they're allowed to do it".

"They're allowed to do it" is one of those things that doesn't really bear saying so much because that's already been implicitly established. Nobody is claiming what they're doing is illegal, so how does this add anything?

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by dualvariable on Monday November 09, 2026 @12:04PM (#50428317)
> As soon as you want to do business with Outlook's customers, you play by their rules.

That seems to be turning into "you spend money to another corporation that we trust".

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by thesuitonym on Monday November 09, 2026 @10:00AM (#50426579)
You might be on to something with the car thing... Maybe most people should rely on public transit.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by qup on Monday November 09, 2026 @06:48PM (#50434057)
Do most people live in cities? Probably they do, but where I'm at, no, I shouldn't rely on public transit.

This is also true for like 99% of the landmass of America.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lesostep on Monday November 09, 2026 @06:15AM (#50424040)
The problem isn't that a random person can't rent a Moldova VPS and run an email server, though. It's that most people are forced into gmail, apple and outlook accounts if they want to use phone/PC, and a respectful Moldova company now can't reach their respective Moldova clients without paying money towards USA.

Switch Moldova to almost any country (or even a state that isn't California or Washington), and it's the same story everywhere

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by prmoustache on Monday November 09, 2026 @01:07PM (#50429165)
The bad actors are actually using mostly gmail and outlook accounts so this is a weak justification.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by ShinyLeftPad on Monday November 09, 2026 @12:01AM (#50421268)
> Which with cheap models like Jev as spam classifiers, this can now become a reality.

With LLMs on the other side trying to make spam less detectable by cheap models like Jev?

It's funny when people assume benefits from some tech go one way and baddies will surely never use it...

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by jaza on Monday November 09, 2026 @12:00AM (#50421247)
Maybe because every Fortune 500 company (and 99% of all large companies / orgs worldwide) uses O365 / Exchange / GSuite?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Ungh on Monday November 09, 2026 @02:18AM (#50422151)
Err we are part of a Fortune 500 and we can't even deliver to ourselves sometimes.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by cowlevel on Monday November 09, 2026 @12:20AM (#50421374)
What's the nature of your operation? If they're not giving you money then you're within your rights to say "sorry, don't use outlook"
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by hdjrudni on Monday November 09, 2026 @01:23AM (#50421789)
Usually they are giving you money...

I ran a SaaS up until recently. Emailing users notifications for events was just a normal part of the app. Users got upset when the emails didn't come through. So then I had to be email tech support for something I had no control over. Lovely.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Ungh on Monday November 09, 2026 @02:06AM (#50422078)
Our customers are giving us lots of money. And the nature of the emails are account reminders, activation and internal message notifications.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by noduerme on Monday November 09, 2026 @03:13AM (#50422596)
I have a small client with a large email list who wants to switch from once a month constant contact newsletters to sending them through SES with a self-hosted Sendy instance. This seemed like a reasonable way to save $10k a year or so. I haven't used SES before for anything. I have run an email server for 30 years and had occasional headaches, but it's not used for mass mailing of that sort... it's usually several years between blacklisting problems. Is this a terrible idea to switch, even if it's off a "managed" SES dedicated IP? I don't want to switch them and find out no one on Outlook is getting their mail.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by gatlin on Sunday November 08, 2026 @04:14PM (#50417328)
I was viciously mean in my communication with the Outlook team when they said they “couldn’t” remove me from the blocklist. I pointed out that, as the operator of a perfectly compliant secure server their inability to deliver my mail is a technical failure on their end and one which I will be contacting their supervisor about and they somehow managed to scrabble together the heroic ability to delete my row from a table. Never back down from these bastards.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by functionmouse on Sunday November 08, 2026 @04:33PM (#50417542)
> Outlook.com and similar are an anathema to email. This is why they tell you not to run a mail server .

It turns out that whoever has the most power is the most powerful. This is why distributed/decentralized systems cannot singlehandedly free us from tyranny, and why I find people who spend all their time preaching decentralized systems to be quite silly. We don't need better systems (well maybe we do but,,,), we need better education and awareness of how billionaires manipulate us; this goes beyond software.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nashashmi on Sunday November 08, 2026 @06:25PM (#50418786)
[delayed]
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by BobaFloutist on Sunday November 08, 2026 @06:48PM (#50419011)
Complain all you want about the monopolists, and I do think you're right to do so, but a lot of their power comes from and is aimed at defeating the overwhelming flood of spam.

Mail, then emails, then home phones, then cell phones, then texts, then social media have been gradually rendered less and less usable by bad actors systematically abusing every single tool we try to use to communicate with one another to steal from us, lie to us, and manipulate our beliefs, and we'll just keep inventing and discarding new ways of communicating until we reckon with this.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pembrook on Sunday November 08, 2026 @07:50PM (#50419552)
With cheaper AI classification models coming out every day now, the spam problem is on the cusp of basically being solved in every communication channel.

The only question is how many years the lazy big tech network-effects monopolies (like Google and Microsoft) will hold this back from happening.

The optimist in me says this will unlock pathways to true decentralization of push communication protocols (like SMTP) instead of only have decentralization of pull-oriented protocols (like HTTP).

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Arainach on Sunday November 08, 2026 @08:10PM (#50419698)
On the contrary, with cheaper AI generation the spam problem becomes harder by the day.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Natfan on Sunday November 08, 2026 @10:05PM (#50420522)
classification != generation
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Arainach on Sunday November 08, 2026 @11:06PM (#50420959)
Generation is, and always will be, cheaper and easier to do well than classification.

AI becoming faster empowers attackers far more than it empowers defenders. We're seeing this in every discipline and every corner of the software industry.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Roark66 on Monday November 09, 2026 @03:22AM (#50422662)
The power of defenders is greater than attackers here, because the defenders have more knowledge about what is "normal" for you the user.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by djray on Sunday November 08, 2026 @10:44PM (#50420811)
"Two years from now, spam will be solved." - Bill Gates at the World Economic Forum, in 2004
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by expedition32 on Monday November 09, 2026 @05:27AM (#50423685)
A bunch of my accounts were hacked a while book and since then my outlook email is getting flooded with spam. I have to give MS credit their spam filter is pretty good.

I'll never pay for email so your options are either outlook or Gmail and I don't trust Google.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by myaccountonhn on Sunday November 08, 2026 @08:33PM (#50419860)
I don't think anyone believes it will "singlehandedly free us from tyranny", it's one component for a healthy ecosystem.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by dualvariable on Sunday November 08, 2026 @10:58PM (#50420908)
We could tax billionaires and use the money for a Manhattan Project to stamp out fraud, abuse, and corruption.

But we won't.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by aboardRat4 on Sunday November 08, 2026 @11:47PM (#50421176)
>we need better education and awareness of how billionaires manipulate us

So that people would vote for the government to manipulate them instead?

Honestly, I hate outlook as much as you do, but I'd still prefer it to Max

https://en.wikipedia.org/wiki/Max_(app)

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by generalizations on Sunday November 08, 2026 @05:19PM (#50418004)
Just put codex in a continuous goal loop to keep you off the blacklists...give it whatever email / creds it needs to make the appropriate requests and make the needed changes (ofc tell it the guardrails it should follow).

Selfhosted email is likely easier now than it ever was before.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by thesuitonym on Monday November 09, 2026 @10:01AM (#50426598)
> give it whatever email / creds it needs

Oh man, please tag me if you're ever the lead on any project so I know to stay far away from it.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Sunday November 08, 2026 @06:57PM (#50419104)
Maybe don't self-host mail on a shitty $1/month VPS where 99% of the tenants are spammer scum?

This is not Microsoft's fault. The building's on fire and they're locking out the arsonists.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Arainach on Sunday November 08, 2026 @07:04PM (#50419165)
Requiring DMARC may be good, but Outlook's approach is awful.

I was working for Microsoft when outlook.com launched and got a good email address that was my primary for more than a decade.

I had so many issues with things getting silently dropped with no recourse (2FA codes, account recovery mails, etc.) on so many sites that I finally gave up, reversed the stream, and had Outlook forward to GMail instead of vice versa. A few months after that, I realized that all my Outlook got was an enormous volume (hundreds of day) a spam and that all legitimate mail was going to my other accounts, so I turned it off entirely and haven't read that mailbox in over a year.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by lakeviewterrace on Sunday November 08, 2026 @07:39PM (#50419446)
> I had so many issues with things getting silently dropped with no recourse (2FA codes, account recovery mails, etc.) on so many sites

This is not unique to Microsoft and really the source's problem — they did something to get blocked in the first place.

Add in the fact that you're almost certainly not the only one impacted, and that they have no interest in fixing it, it screams incompetence on the source's part.

> and had Outlook forward to GMail

Till the day GMail hits you with the "We couldn't verify it's you" bullshit and locks you out of your account forever. Good luck getting support from Google, the word is not in their lexicon.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Arainach on Sunday November 08, 2026 @07:54PM (#50419579)
> This is not unique to Microsoft and really the source's problem — they did something to get blocked in the first place.

I've never encountered this issue with GMail. Delivery just works.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by aboardRat4 on Sunday November 08, 2026 @11:48PM (#50421184)
I've had a lot of that.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by VorpalWay on Monday November 09, 2026 @09:17AM (#50425979)
> Till the day GMail hits you with the "We couldn't verify it's you" bullshit and locks you out of your account forever. Good luck getting support from Google, the word is not in their lexicon.

This is also true of Microsoft though.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by mrweasel on Monday November 09, 2026 @04:39AM (#50423285)
[delayed]
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by likestosneed on Monday November 09, 2026 @06:03AM (#50423952)
> This is not Microsoft's fault.

Wait until this guy realizes that all spam these days comes from Azure ASNs, and abuses cross-tenant issues as well as a simple "Fwd: ..." and "Re: ..." tricks to bypass Microsoft Outlook spam filters.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by InsidiousWombat on Monday November 09, 2026 @08:57AM (#50425686)
no matter how much you pay for VPS or which cloud you use you'd get same treatment

Stop being so ignorant

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by 3RTB297 on Sunday November 08, 2026 @11:40PM (#50421136)
I've had several times where mail from custom domains associated with a business were delivered hours late by Outlook. Time sensitive emails. A guy coming to my office for a meeting called me and said he was downstairs and having an issue with security. Went down and swiped him in.

Four hours later, I got the same message by email. I thought he was back - nope. An email sent at 10am that was delivered at 4pm showed it was from 2pm until I looked at the header and saw sent at 10am and just... chilling out for 4 hours. DMARC was set up for them just fine.

I've had the same issue with my own custom domain, with DMARC set up. A year later, it finally got bumped up to some sort of "trusted" domain for that one place and my emails get delivered the same day now.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by asksomeoneelse on Monday November 09, 2026 @03:06AM (#50422539)
Got a similar issues with outlook. Emails from some websites were delayed by several hours.

Mildly infuriating for emails containing OTP codes "valid for 10 minutes".

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pigggg on Sunday November 08, 2026 @11:52PM (#50421207)
Which VPS provider out of curiosity?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by hypercube33 on Monday November 09, 2026 @12:42AM (#50421501)
Pretty sure this or part of this just burned me. Icing on the cake is Nintendo will also ban hammer your email if it rejects some or all of their emails - including their dumptruck of marketing junk. The only and I mean only resolution to this is to basically move your Nintendo account to a different email completely. Absolutely unreal on both sides.

Yes, no one should not have DKIM or DMARC but holy yikes when neither side wants to actually give in to help the customer.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by pheggs on Monday November 09, 2026 @02:22AM (#50422189)
yeah I see it for them being a problem too if they are not accepting legitimate email. I might be a bit stubborn here but I refuse to give them the monopoly and self host our email anyway. I just wish more people would join this fight
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by isodude on Monday November 09, 2026 @02:37AM (#50422317)
Is it SNDS (https://substrate.office.com/ip-domain-management-snds/snds) you refer to as their regular blocklist process?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by efesak on Monday November 09, 2026 @03:09AM (#50422565)
Same experience here. We have multiple customers whose servers are in large blocked IP ranges, with seemingly no way to get them delisted. The strange thing is that Microsoft only seems to reject their emails on Hotmail/Outlook.com accounts (free accounts), while accepting them just fine on business accounts. Meanwhile, their “support” tools tell you there’s nothing wrong.

Based on my broad experience, I’d comfortably rank Microsoft as the worst of the major email providers. (I am owner poste.io)

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by sam_lowry_ on Monday November 09, 2026 @03:47AM (#50422859)
Email delivery for enterprise accounts has always been more lenient, the assumption being that enterprises do have their own mail filtering software.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by jofzar on Monday November 09, 2026 @04:29AM (#50423207)
I work at a big company that sends alot of emails. And even we have been put in the "bad bad books of o365 bad list", it's an absolute pain to get yourself out of the office 365 defender (I think it's what they call it now?) meanwhile your customers are complaining they arent receiving emails from you.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by TedDoesntTalk on Monday November 09, 2026 @05:01AM (#50423469)
Are companies like MailChimp, SendGrid, etc affected the same way?
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by leonidasv on Monday November 09, 2026 @08:51AM (#50425588)
Yes. I once had issues with emails being rejected by Outlook on MailGun. And it was only Outlook. Had to contact support, they promptly changed my account to another server/IP once I mentioned it was Outlook, sounded like a recurring issue.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nik_ca on Monday November 09, 2026 @09:09AM (#50425848)
Well, your big company should then call M$ out then. E.g., consider you're sending a confirmation e-mail during account registration, then when your server detects that relay is `*.oulook.com` show a warning: 'outlook users most probably will not receive emails from us due to bs policy at microsoft. consider using a different email provider.'

Yes, that may turn some users away, but they would complain and leave anyway, because they don't receive emails from your server. On the other hand, that's how one can contribute to unwinding ms's share of email accounts.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by skeeter2020 on Monday November 09, 2026 @09:57AM (#50426528)
Think about what you're saying: someone is near the top of the sales funnel and despite the odds you've convinced them to provide their email so you can start the process of trying to convert. Even if you are good you'll still lose 80% of people from this point before you see a single dollar. Now, inject some extra weird, sketchy-sounding friction AND ask them to change their email provider, something 99% of employees never think about let alone control. Not sure how old you are but you'd have better luck convincing users "this site works best in IE4".
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by nik_ca on Monday November 09, 2026 @10:32AM (#50427004)
Right, letting users frustrate silently, without explaining to them why they don't receive correspondence is the way to go. Dont rage, just pay attention to what's written. I only suggest them to select a different e-mail for better experience, not reqiring it. And the actual wording of this suggestion should always be developed in collaboration with company's layers and marketing teams.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by miki123211 on Monday November 09, 2026 @04:06AM (#50423019)
Everybody I know who still runs their email server (you can get Europeans out of Europe, but you can't get Europe out of the Europeans) complains about Microsoft.

I bet Microsoft is single-handedly responsible for 80+% of complaints about email being impossible to host.

In a federated / pseudo-decentralized network, any provider with 10+% of captive users has an outsized leverage on the entire ecosystem. You don't need a monopoly; as long as you have a monopoly on just a few users that others absolutely need to be able to interact with, you can dictate terms to everybody.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by icantevenhold on Monday November 09, 2026 @04:20AM (#50423140)
Not just email - their identity / SSO system is just as fucked
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by claudex on Monday November 09, 2026 @04:49AM (#50423366)
> I bet Microsoft is single-handedly responsible for 80+% of complaints about email being impossible to host.

They are the reason I dropped self-hosting my mails. They were silently dropping some of my mails depending on the day I sent them. If they were at least sent to the spam folder, it would be easier to communicate with their users. And since a lot of their users are not technical at all, it's complicated to explain them the issue.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by jeroenhd on Monday November 09, 2026 @05:58AM (#50423923)
Don't forget Google! Gmail will hide your email for no reason no matter what you configure on Gmail's side of things. At least Microsoft has a "please remove me from your spam lists" form (that only worked for ipv4 IP addresses last time I tried).
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by oggy on Monday November 09, 2026 @07:20AM (#50424597)
Google is no better. It's quite absurd, they even went through the trouble of creating postmaster tools to help you manage your reputation - except that these don't work unless you have fairly high sending rates (I forget, but I think several hundred a day). So essentially they're actively hostile to personal and small business servers.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by thesuitonym on Monday November 09, 2026 @09:51AM (#50426449)
Google is in fact much worse. Not only is it as hard to send mail to Gmail users, Gmail is a leading producer of spam.

I wish I could just wholesale block gmail.com like people used to do with the early webmail providers.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by prmoustache on Monday November 09, 2026 @01:03PM (#50429102)
> they even went through the trouble of creating postmaster tools to help you manage your reputation

I think that implies having an actual google account to do that, which is absurd.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by Maxburn on Monday November 09, 2026 @01:31PM (#50429527)
It does and it is. Even better they might blacklist your domain in chrome and you need an account to defend yourself; https://support.google.com/webmasters/thread/382326165?hl=en...
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by dwedge on Monday November 09, 2026 @07:27AM (#50424678)
Yahoo were annoying and I'm happy the collapsed solely because of that
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by InsidiousWombat on Monday November 09, 2026 @08:56AM (#50425662)
more like 98%

It's absurd in every way. I was trying to get it to stop spamming maillist traffic. It's impossible. Global level filters enacted as admin to not spam check are ignored.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by 0xpgm on Monday November 09, 2026 @06:37AM (#50424208)
> Outlook.com and similar are an anathema to email. This is why they tell you not to run a mail server .

It should be the other way around though.. More people should run their own mail servers so that centralized players cannot control what should be a decentralized communication protocol.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by angiolillo on Tuesday November 10, 2026 @09:10AM (#50440643)
> More people should run their own mail servers so that centralized players cannot control what should be a decentralized communication protocol.

This plan relies on a meaningful number of people voluntarily switching to a setup that requires more expertise and effort for a worse experience in the hopes that eventually large corporations will take notice. That seems like it is unlikely to be successful.

I suspect that if the Europeans or Californians don't force email interop via regulations, it will eventually be an open standard in name only.

Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by woolion on Monday November 09, 2026 @10:36AM (#50427052)
I had experience implementing and debugging mail delivery, so when I chose to run my own server I just opted for a SMTP relay, and never had an issue. I don't know why this isn't the recommended default solution.
Re:Outlook.com Is Quietly Rejecting Email from Domains Witho... by newsoftheday on Monday November 09, 2026 @04:15PM (#50432265)
They had blocked my server by block range, I filed a support request (free) at https://olcsupport.office.com/ and they had it fixed in less than 2 days.