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  ARM Give a man a fire and he's warm for a day, but set fire to him and he's warm for the rest of his life (Terry Pratchett, Jingo)

Outlook.com trips over Google's spam blocking rules

(2024/04/03)


Emails from users with Outlook.com country domains may not be reaching Gmail addresses but fear not - Microsoft has a workaround.

The problem, where users send email to a Gmail account and receive a terse response from Google that their message was blocked, has been [1]acknowledged by Microsoft and a temporary solution issued:

"Add an Outlook.com alias to your account and send email to Gmail users using that alias."

[2]

It's a less-than-ideal workaround and could trip up other filters set up by the recipient. It should, however, deal with the particular issue that is causing Google's servers to spit out the response:

[3]

[4]

"Remote server returned message detected as spam -> 550 5.7.1 [

IPAddress]] Gmail has detected that this message is likely suspicious due to the very low reputation of the sending domain. To best protect our users from spam, the message has been blocked."

Microsoft did not elaborate on the cause, only that affected users would have to use the only remedy it has available until the Outlook team addresses the issue. Google, however, provided a little more detail [5]in a support document.

[6]The end of classic Outlook for Windows is coming. Are you ready?

[7]Outlook's clingy 'reopen last session' prompt gets the boot

[8]Microsoft to kill off Outlook REST API v2.0 in 2024 – for real this time

[9]Microsoft puts out Outlook fire, says everything's fine with Teams malware flaw

It says: "If we detect that a message has a strong likelihood of being spam, we'll block the message from being sent to Gmail."

"A message might be blocked if it contains suspicious-looking or spammy text or if the sending IP has had a history of sending unsolicited messages."

[10]

Google tightened up its [11]guidelines for email senders in February 2024 and, [12]from April 2024 , warned that it would be blocking non-compliant traffic.

"Rejection," said the search giant, "will be gradual."

This is not Microsoft's first rodeo when it comes to email delivery problems. In March 2024, Exchange Online [13]ran afoul of anti-spam measures at AOL and Yahoo after spam-tracking services placed some of the company's IP addresses on the naughty step.

[14]

We asked Microsoft when it expects the problem to be fully resolved. We will update this piece should the company provide an estimate. ®

Get our [15]Tech Resources



[1] https://support.microsoft.com/en-gb/office/fixes-or-workarounds-for-recent-issues-on-outlook-com-8c95d913-d96b-4065-9171-e1fa44b03ff5#ID0E0BC0-button

[2] https://pubads.g.doubleclick.net/gampad/jump?co=1&iu=/6978/reg_onprem/personaltech&sz=300x50%7C300x100%7C300x250%7C300x251%7C300x252%7C300x600%7C300x601&tile=2&c=2Zg19HR@phGuNz-et-5ZKqAAAAMI&t=ct%3Dns%26unitnum%3D2%26raptor%3Dcondor%26pos%3Dtop%26test%3D0

[3] https://pubads.g.doubleclick.net/gampad/jump?co=1&iu=/6978/reg_onprem/personaltech&sz=300x50%7C300x100%7C300x250%7C300x251%7C300x252%7C300x600%7C300x601&tile=4&c=44Zg19HR@phGuNz-et-5ZKqAAAAMI&t=ct%3Dns%26unitnum%3D4%26raptor%3Dfalcon%26pos%3Dmid%26test%3D0

[4] https://pubads.g.doubleclick.net/gampad/jump?co=1&iu=/6978/reg_onprem/personaltech&sz=300x50%7C300x100%7C300x250%7C300x251%7C300x252%7C300x600%7C300x601&tile=3&c=33Zg19HR@phGuNz-et-5ZKqAAAAMI&t=ct%3Dns%26unitnum%3D3%26raptor%3Deagle%26pos%3Dmid%26test%3D0

[5] https://support.google.com/mail/answer/188131

[6] https://www.theregister.com/2024/03/13/the_end_of_classic_outlook/

[7] https://www.theregister.com/2023/10/02/microsoft_outlook_reopen_prompt/

[8] https://www.theregister.com/2023/09/07/outlook_rest_api_deprecation/

[9] https://www.theregister.com/2023/07/06/microsoft_outlook_teams_flaws/

[10] https://pubads.g.doubleclick.net/gampad/jump?co=1&iu=/6978/reg_onprem/personaltech&sz=300x50%7C300x100%7C300x250%7C300x251%7C300x252%7C300x600%7C300x601&tile=4&c=44Zg19HR@phGuNz-et-5ZKqAAAAMI&t=ct%3Dns%26unitnum%3D4%26raptor%3Dfalcon%26pos%3Dmid%26test%3D0

[11] https://support.google.com/a/answer/81126

[12] https://support.google.com/a/answer/14229414?hl=en&fl=1&sjid=14366457679045330359-NA#zippy=%2Cwhat-is-the-timeline-for-enforcement-of-sender-guidelines

[13] https://www.theregister.com/2024/03/14/exchange_online_blocked_from_sending/

[14] https://pubads.g.doubleclick.net/gampad/jump?co=1&iu=/6978/reg_onprem/personaltech&sz=300x50%7C300x100%7C300x250%7C300x251%7C300x252%7C300x600%7C300x601&tile=3&c=33Zg19HR@phGuNz-et-5ZKqAAAAMI&t=ct%3Dns%26unitnum%3D3%26raptor%3Deagle%26pos%3Dmid%26test%3D0

[15] https://whitepapers.theregister.com/




Doctor Syntax

"due to the very low reputation of the sending domain"

A lower reputation than gmail.com?

seven of five

Jealousy?

Chloe Cresswell

"If we detect that a message has a strong likelihood of being spam, we'll block the message from being sent to Gmail."

But we're perfectly happy for them to be sent _from_ gmail....

Kevin Johnston

We asked Microsoft when it expects the problem to be fully resolved. We will update this piece should the company provide an estimate

Please tell me you are not doing anything as dangerous as holding your breath while you wait?

Mishak

Or sending the request from a gmail account.

Johnson's First Law:
When any mechanical contrivance fails, it will do so at the
most inconvenient possible time.