From address doesn't meet the authentication requirements defined for the sender

[#1]

According to this, now two week old, post:

https://community.plus.net/t5/Service-Information/Sending-emails-to-Microsoft-owned-domains-such-as-...

yes, PN are investigating the failure of emails sent from PN accounts to MS mail servers.

However, since that post is two weeks old, we have no idea how far they've got with fixing it.  My experience is that I can send to an @live and an @outlook address as long as I send individual messages, but if I put both addresses in the 'To' field at the same time then both messages bounce.

[#2]

@jab1  :  No - my conversation with Plusnet was that it is NOT under active investigation.

They have no resources to investigate/correct the Outlook/Hotmail problem and they say it will be resolved when the migration to more  ''modern' Greenby is complete at the end of September.

[#3]

@Silver-Codger See @stuck 's reply above - I MAY be old (and tired) but I was fairly certain the issue is under examination.

My experience of the competence of some of the support staff on the phones suggests to me they are not competent.

[#4]

@Silver-Codger this topic is now very long but if you read the first few pages of it you will learn some valuable background and importantly that PN have said the problem IS being looked at.

[#5]

@Silver-Codger  I think that first line customer support have no idea what is going on regarding the current email problems or the migration to Greenby so what you have been told is probably a made up load of nonsense. Plusnet staff are working on the Microsoft and Gmail's over strict rules.

[#6]

@RealAleMadrid I  think you are totally correct with regard to first-line supports total ignorance over this issue, as I understand it, because of the transfer to Greenby, they have been no guidance o the subject and should not be commenting.

[#7]

@stuck @jab1 @RealAleMadrid I think the point is that that conflicting information is being given to users about the current status of this problem.

Given the seriousness of the issue I think It's time Plusnet issued an update to the service information to clarify the current status.

[#8]

@Silver-Codger First-line support should not be giving any 'information', and until there is something for Plusnet to update us about...

[#9]

THIS thread is about the consequences of Microsoft’s bully boy tactics in treating ALL Plusnet email users as being one and the same bulk sender.

That matter has been investigated and is understood to have been resolved.  Unfortunately there is all too often confused messages from front live support - which I will escalate.

If anyone has issues sending to Microsoft from *.plus.com then that is disconcerting.  Issues sending from a hosted domain name would be a different consideration / issue.

Indeed are those reporting issues using the Plus.net mail service or one of the other vISP names?  Reports of ongoing issues need a context please.

For those receiving NDRs from Microsoft what do the email headers indicate?

[#10]

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@Townman wrote:

THIS thread is about the consequences of Microsoft’s bully boy tactics in treating ALL Plusnet email users as being one and the same bulk sender.

That matter has been investigated and is understood to have been resolved...

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Except as I've noted (again) above it seems to be only partially resolved, in that I can only send to MS servers if I send a message to one recipient.  As soon as I add a second recipient to the 'To' field both copies bounce.  In other words, for me, the fat lady is still not singing to indicate this problem is fixed.

Also, if PN understand it to be resolved why have they not updated their service announcement to that effect?

[#11]

Great - thank you - that’s a very helpful preterite clarification.

Is that to two Microsoft mail accounts or a MS one plus any other?

I will see if I can reproduce the failure and push it into the business.

[#12]

@stuck 

I have just sent an email from @account.plus.com to (at the same time) a @outlook.com and a @hotmail.com addressee.  Delivered to the @outlook.com address very promptly.  No idea about the @hotmail.com address - not my account.

The precise experience you are encountering would be most helpful.  I do not have access to / acquaintances having several @outlook.com addresses which I can test against.

[#13]

I have a mailing list of about 30 addresses which I mail regularly. All go through successfully except microsoft address - 2 hotmail.com 1 hotmail.co.uk and 1 outlook.com. I have to email these addresses individually

[#14]

I have just sent a test e-mail containing a Hotmail.com account, an Outlook.com account and a Gmail.com account.

Both Microsoft account e-mails bounced back with the 550 error code.

[#15]

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@Townman wrote:

Great - thank you - that’s a very helpful preterite clarification.

Is that to two Microsoft mail accounts or a MS one plus any other?

I will see if I can reproduce the failure and push it into the business.

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It's what I described in my previous post, here:

https://community.plus.net/t5/Email/From-address-doesn-t-meet-the-authentication-requirements/m-p/20...

and what I have reproduced again a few minutes ago, namely:

Sending From @myAccount.plus.com to a single @live.com address OR to a single @outlook.com address is OK, both of those 'one to one' messages are delivered.

BUT

Sending From @myAccount.plus.com to a @live.com address AND a @outlook.com address produces instant bounces for both addresses.  The details of both bounces say:

Spf= Pass , Dkim= Fail , DMARC= Pass

I read that as it's being bounced because DKIM fails.

Yet, my POP account settings for Incoming mail has a tick against 'server requires encrypted connection (SSL/TLS)' and for Outgoing mail the 'encryption method is STARTTLS' and there's a tick against 'outgoing (SMTP) server requires authentication and that's set to 'Use same settings a my incoming mail server'.

If I've understood previous posts by you ( @Townman ) my outgoing settings are supposed to ensure DKIM is applied.

I can supply the bounce messages in full to you by PM if that helps (but I think they are identical to the ones I sent to you by PM way back at the start of this topic).