Mail.app Sent mail attachments disappear (blue ? block icon instead)

Hi,
I have been having this problem for some while now. When I look at my sent mail (stored on my mac) attachments randomly are not present and messages only show a blue block icon instead.
This happens with two accounts I have setup, me.com and gmail. Both are setup as imap. It happens with different kinds of files, pdfs, .doc, excel, etc.
I have rebuilt the mailboxes, repaired permissions, etc. but the problem persists.
Anyone experiencing anything like this?

Sounds to me like a problem on the receiving end, or that the mail server is damaging the e-mail somehow to cause a problem on the receiving end.
When you send rich-text e-mail, it is normal that there will be two copies of the message in the e-mail...  one in HTML form and one in plain text.  The e-mail client is supposed to show the appropriate one, and allow the user to view a different one if desired.  (See the various "... Alternative" choices under Mail's View -> Message submenu.)
One solution would be to send plain text e-mails only.  Mail's rich text e-mails are HTML, and Outlook can't handle HTML e-mail worth a darn.

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