Email Attachments Disappear on Sending – Solved

Many Outlook users have faced this problem sometime or the other. Whenever an attachment is sent, the recipient receives the email without the attachment. Isn’t it surprising? Also, sometimes, it gets renamed to winmail.dat. How to resolve this issue and prevent attachments from disappearing?

There could be a couple reasons why this is happening. One reason could be when you are sending in RTF format, and the message doesn’t get converted to plain text format or HTML format. Mostly, when you receive a mail with winmail.dat attachment, Rich Text is likely to be blamed here. So one solution here is to not compose messages in RTF format.

In order to verify that you are not sending emails in RTF format, do this:

For Outlook 2010, 2013, and 2016, go to –

File – Options – Mail – Compose messages in this format

Make sure that the default compose message format is not set to Rich Text.

Another reason for email attachments getting disappeared could be that the contact you are sending the mail to could have the email properties set to Send using Outlook Rich Text Format.

To check this –

  • Open that specific contact to whom the email is to be sent, and double click on the email address of the contact.
  • A dialog box called E-mail Properties will open
  • Now make sure that the Internet Format is set to Let Outlook decide the best sending format

Along with all these settings, also make sure that Outlook is set to convert RTF formatted emails to HTML or Plain Text format while sending RTF message. For this, do the following –

  • Go to File – Options – Mail – Message format

Under this, go to the option – When sending messages in Rich Text format to Internet recipients and see that the option Convert to HTML format or Convert to Plain Text format is selected

Hopefully, these tips come handy and you are able to send attachments without any problem. At times, Outlook itself may pose to be a problem while sending or receiving emails. Like, Outlook won’t respond while sending emails, you might get error messages while trying to send emails, and so on. But this shouldn’t be a matter of concern because, with the help of an Outlook Repair software, you can fix the issue easily.

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