1
I have an issue where by a colleague has a hotmail.com
account, which has been upgraded to a premium one recently.
This is connected to Outlook 365, alongside his corporate Office 365 email account. The latter sends without issue.
When any emails are sent from the Hotmail account, they are immediately returned with:
Remote Server returned '550 5.7.520 Message blocked because it contains content identified as spam. AS(4567)
If we login to Hotmail.com and send a message, there is no error.
I've removed the account and re-added to Outlook with the same outcome. As this is Hotmail mail servers, sending to Office 365 servers, it doesn't make any sense (to me!).
Any ideas appreciated.
Here's a redacted MTA message - all from envelope is @hotmail.com, with the same return path. As you can see, the same *.mail.protection.outlook.com
server is rejecting the message from a protection.outlook.com
server:
Are you definitely sending via the Hotmail server and with the hotmail email address in the From field? (Outlook From Field)
– Smock – 2020-02-06T16:07:56.847Yes, default settings within outlook, just add the Hotmail account and it's set using the auto discover. – RemarkLima – 2020-02-06T16:09:46.827
This may be a known issue, please refer to: https://social.technet.microsoft.com/Forums/office/en-US/3ae2eae4-f86c-4527-9c4c-12d12e546c7d/remote-server-returned-550-57520-message-blocked-because-it-contains-content-identified-as-spam?forum=outlook
– Aidan – 2020-02-07T08:57:14.677