Hi @Austin Slisz,
Thank you for posting your question in the Microsoft Q&A forum.
It's wonderful news that your issue has been resolved. I truly appreciate your effort in finding a resolution. I believe that many users may encounter similar issue, and your case could serve as a valuable reference for them.
Therefore, I would make a brief summary of this post so that other forum members could easily find useful information here:
Issue Description: New Outlook and Outlook keep prompting that the email is missing the attachment.
Assessment: Signature includes the word "attachments". Outlook’s newer versions include a feature that scans outgoing emails for phrases suggesting an attachment (e.g., “see attached,” “attachment included,” etc.). If such a phrase is detected but no file is attached, Outlook will prompt the user with a reminder - even if the word appears in the signature and not in the actual message body.
Resolution: Edit the signature and remove the word "attachments"
Recommendation:
- Review and revise your email signature:
- Remove or rephrase any mention of “attachments” unless it’s necessary.
- Use alternative wording such as “documents” or “files” if needed.
- Test your signature:
- Send a test email without attachments and see if Outlook prompts you.
- Adjust wording until the prompt no longer appears unnecessarily.
As other users may search for similar issues in this forum, your post and solution will be a helpful reference. If you found this helpful, consider voting or marking it as a solution to make it easier for others to find.
We truly appreciate your time and cooperation throughout the resolution of this matter. Thank you for being a valued customer and for contacting us on the Microsoft Q&A forum.
If you need any other assistance, please don’t hesitate to reach out again and I would be happy to help you.
Wishing you a great day ahead.
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