Mail inserts pdf attachments as pictures

Are you using the Image Size adjustment for PDF attachments?

Mail displays all image/photo and single page PDF attachments inline or viewed in place within the body of the message by default for sent and received messages which cannot be turned off.

Tiger Mail includes an Image Size adjustment for image/photo attachments which is designed for image/photo attachments only. When used with a single page PDF attachment which is displayed inline or viewed in place changes the file type from .pdf to .jpg.

This should not occur if you don't use the Image Size adjustment with a single page PDF attachment.

You're welcome.

As already provided, do not use the Image Size adjustment with a PDF file attachment that appears inline or viewed in place within the body of the message which are single page PDF files only.

Are you using RTF or Plain Text for message composition and do you use a signature?

Are you sending attachments with Send Windows Friendly Attachments enabled?

If you are using RTF, RTF with Tiger Mail is really HTML but message text is not sent as HTML unless you select a font via the font selection when composing a message or if using a signature and the signature includes a different font from the default font selected for message text and/or the signature includes an image/graphic.

This combined with an image/photo or single page PDF attachment included with a message that is sent as HTML can cause problems with Windows Outlook primarily in regards to such attachments which become embedded.

If you are using RTF, try using Plain Text instead for message composition and be sure to add any attachments below all message text including a signature if one is used. I keep Send Windows Friendly Attachments enabled by default for all sent messages which probably won't help in this situation but is a good idea regardless. This feature is designed to remove the Apple resource fork for an attached file which is invisible to fellow Mac users.

Depending on the Windows and Outlook version used by a recipient, Outlook has always had problems with Mail's RTF. If this was a recent change with the same recipient, I'm not sure why unless the recipient installed a Windows or Outlook update or possibly due to a settings change.

Do you use a different font for your signature - different from the default message font chosen or does your signature include an image or graphic?

If not and you don't choose a font from the font panel when composing a message, the message text is sent as Plain Text so there isn't any change to text appearance when using Plain Text.

If not, adding attachments that appear inline or viewed in place in the message body - not below all message text including a signature will also cause the message to be sent as HTML when using RTF for message composition which seems to be a problem with Windows Outlook.

Using Plain Text should resolve it but if this is not an option for you and adding such attachments below all message text including a signature makes no difference either but selecting View as Icon does, you will have to do this for each such attachment or when sending multiple attachments, you can send a single zip archive of multiple attachments which can be done via the Finder.

Another option is using a plugin for the Mail.app called Mail Attachments Iconizer.

http://lokisw.com/index.php?item=MailAttachmentsIconizer

I prefer using Plain Text for message composition because when you compose a message in Plain Text, the receiving mail client renders the text in whatever font the reader chooses and avoids potential problems such as this. If everyone used Plain Text for message composition, the majority if not all problems experienced with email would be eliminated.

You're welcome.

It isn't that Mail is doing this since the same does not occur with all email clients when the message is received.

Based on reports here, this primarily occurs with Outlook and if this change occurred with the same recipient overnight that uses Outlook as their email client and you aren't doing anything different, more than likely there is a change on the recipient's end.

If you have a single PDF attachment that you don't mind sending me using the text format and signature in the identical way you sent a single page PDF attachment to this recipient, I can check the raw message source for the received message for clues.

My email address is: allan underscore sampson at mac.com

How can you see the attachment is embedded?

An attachment that appears inline or viewed in place within the body of the message is not the same as being embedded which requires HTML but using RTF for message composition, adding such an attachment between or within message text and along with including a signature that has a different font than the default message font selected will invoke HTML with the message and any one of these factors but especially with a combination of these factors causes problems with Windows Outlook primarily.

Since you don't want to use Plain Text for message composition, all attachments should be added below all message text including a signature regardless.