apple/mac receiving win.dat files instead of attachments

I don’t think you understand. The text of the email is fine. The body is fine. Changing it to plain rather than rich will hurt the format that I send emails to other outlook users or other PC’s. The issue is the attachment. I won’t change the emsil to plain so the format is ugly. And, the attachment should go through regardless of how the body or text of the email is written. To be clear , the mac user reads the email clearly. The attached word doc or pdf doc is unopenable. Also if I go to outlook via the web I can send the email and the attached doc and the mac user gets everything correctly. Why is the local outlook a problem. I can also send the email from the Same computer based outlook to my iphone then to the mac. That worked. Please explain

also everything works fine when i go to the web based outlook. how can it be different?

i change the setting to Plain text and sent the email with an attachment and it failed.

i changed the format text to HTML and sent the email with an attachment and it failed

Hi Michael,

Greetings.

Thank you for raising your concern in this community.

The winmail.dat means that the email is not recognized, one way to fix the issue is for the sender to make sure that he is using the HTLM format when sending an email. I assuming that you are using the Rich Text format, as there is no rich HTML option.

Assuming that she faces the same issue when you send with HTML, please check with your wife if when using outlook on the web she is able to access the attachments.

https://outlook.office.com

For additional information, you can have a look at this article to see how the sender's message format can affect the  recipient https://support.microsoft.com/en-gb/topic/how-email-message-formats-affect-internet-email-messages-in-outlook-3b2c0536-c1c0-1d68-19f0-8cae13c26722

Feel free to let me know if the issue persists.

Kind regards,

Mac