Recently my Mom had an odd problem with Apple Mail in Leopard and adding an attachment. She opened a new mail message, addressed it, added a subject, then wanted to just simply add an image into the body of the message. She chose the image she wanted to send, however, every time she went to insert the image in the message body, it wouldn’t insert.
Turns out, my Mom had the option Always Insert Attachments at End of Message selected. Seems that if this option is selected (it’s located under the Edit -> Attachments menu) and there is no text in the message body, Apple mail will not add the attachment.
If you want to have this option selected, the simple fix is to add at least a single character to the message body.
Not sure if this is a bug or not, but it certainly doesn’t seem very Apple to me.
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