Gmail Sent Through Outlook Client Goes to Spam

Occasional Visitor

My client has a Google Workspaces domain. Some of their users send mail via Gmail online. Others use the Outlook application (NOT OUTLOOK.COM). 


Recently, any messages sent from the Outlook Application go to the recipient's spam/junk folder.


We are using the gmail smtp settings in Outlook. It is the latest version of Outlook 365. This happens whether this is Outlook for PC or for Mac. 


IMPORTANT: If we send the same message from gmail ( instead of from the Outlook application/client, the message is NOT marked spam.


This seems to be something that Outlook adds to the headers of the message. To date, we've unable to find a fix. Getting rid of Outlook for some users isn't really an option.


Any assistance would be greatly appreciated.

7 Replies

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Hello is one link that helps when Outlook means as spam? But I'm looking for an even better answer!

Hello @MatthewMoran,
I'll try to reproduce the issue. When you say "Outlook application" you mean Outlook for Windows? If so, what's exact version?
Also what happens if your client will run native Windows e-mail client instead of Outlook?

@MatthewMoran Hi Matthew 


Did you find a solution for your problem as one of my clients is having exactly the same issue.


They are estate agents and need to use the Outlook software in conjunction with their managemnt software


When they send to any microsoft email address, eg live or hotmail via Outlook it goes to the customers spam, but when they send via gmail web it goes tot he clients inbox

@markmcbride1000 My friend has started running into this. It appears to happen when he uses Outlook AND when he is on his home internet connection (FiOS). It does not happen when he is on another network or if he used the GMail web interface. I see that when he uses Outlook his IP address is included in a header. He requested and got a new FiOS ip address but that did not help unfortunately. 




Hi @mpvosseller 

I and some friends have same issue.

Cant send from a microsoft, ie outlook or hotmail etc as it goes to their spam.

Even when they accept as not spam, still happens.

I can reply to there email and it goes to their inbox.

some contacts in gmail this is there only contact, so I cant tell them to look in the spam box.

How do I fix this?

Have any of these solutions worked for anyone? I think the issue has something to do with a Gmail issue and their new security update, rather than something that can be fixed via a setting change in Outlook. But I can't find any articles from Google regarding the issue.