Microsoft 365 emails to Gmail getting blocked with 550 5.7.1 errors
We are using Microsoft 365 for their email service and recently faced an issue where outgoing emails to Gmail were not getting delivered because of the following error : 550 5.7.350 Remote server returned message detected as spam -> 550 5.7.1 [2a01:111:f403:c40f::7 19] 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. For more information, go to; https://support.google.com/mail/answer/188131 d9443c01a7336-220d5320c49si112823045ad.160 - gsmtp Now unless you have some kind of gold-star support with either Microsoft or Gmail, you are stuck with combing through documentation and forums to understand where to even start troubleshooting this error. The usual steps of checking if the domain is listed on spam sites (MultiRBL) and if TestExchangeConnectivity didnt give much insight into the error. After an hour of going through various forum posts, there was ...