Hi L J Scamahorn,
According to my research, this usually occurs when the message is sent from Outlook client and the format of the message is Rich Text format (RTF). The Winmail.dat file is used to preserve Rich Text formatting.
Please try sending the message again in HTML format to check the results.
Please check the option in Outlook to set sending HTML format by default to Internet recipients. Go to File > Options > Mail > Message Format.

Besides, what's your account type? There was a known issue where Outlook.com accounts are sending winmail.dat files even though everything is set to use HTML or plain text. This was fixed in build 16.0.8229.2073. To install the fix, go to File > Office
Account > Update Options > Update Now.
One link here for your reference:
Outlook is Sending Winmail.dat Attachments
(Please Note: Since the web site is not hosted by Microsoft, the link may change without notice. Microsoft does not guarantee the accuracy of this information.)
Hope this is helpful to you.
Regards,
Perry
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