Hi ,
Welcome to our forum. Here we mainly focus on general issues about Outlook desktop client.
>>It does it in the desktop Outlook app and in web mail.
According to your descriprion, it seems that this issue can also be reproduced in your webmail, right? If so, I'm afraid that the key of your issue may be not related to your Outlook client. And as I know, from the perspective of the Outlook client, there is
no related options which may cause issues like this.
>>We use a device to put [EXTERNAL] in the Subject line for email from the outside, works great.
>>It will always do it for the same customers, but not always for everyone.
To better solve your issue, it is suggested for you to contact the administrator of the device you mentioned above and check the settings related to those same customers to see if you can get more useful information.
Hope this can be helpful.
Regards,
Jeff Yang
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