How can I prevent mail attachments embedding when sending mail

In Lion when I send out an image - the recipients are receiving them as embedded images instead of simple attachments. I know in previous version of mail, having windows friendly attachments enabled solved this, but it doesnt seem to be helping in Lion mail.

MacBook Pro, Mac OS X (10.7)

Posted on Jul 25, 2011 1:47 AM

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221 replies

Jun 19, 2014 4:09 AM in response to gluino

gluino wrote:


Kevin Neal wrote:

It's not up to apple to find workarounds for bugs in Microsoft software, which this is.

Just Zip your jpgs and the problem goes away


I don't think it is MS software. I use web-based Gmail to receive email from iPhone users, and their photos are rendered in full size in the body of the email.

And does Gmail cause you any problem getting the attachment out of the email message? That is the bug with Outlook.

Aug 30, 2015 9:20 AM in response to donpaluh

donpaluh wrote:

If it's Windows' fault, then the "Send Windows Friendly Attachments" should work. And to be hones, it should be the default.

That was Apple's one attempt to workaround the first bugs in Outlook. Every subsequent version of Outlook has some other bug that must be dealt with differently. There is no way for Apple to chase down all of Microsoft's poor coding. Microsoft needs to make an email client that supports the email standards.

Jan 27, 2016 10:26 AM in response to Barney-15E

Gmail DOES cause me problems getting the attachment out of the email message.


The collage below shows all pertinent information when sending image attachments (one jpg, one png) from Mac Mail, and receiving in Web Gmail.


Note the top-right corner (red ellipse). In the Gmail Inbox view, that's where one would see a paperclip icon indicating an attachment. It's missing.


Note in the Gmail message view: the images are inline, distorted from their original dimensions, and not downloadable as attachments. (Original images are shown at bottom.)


Info: Mac OS X El Capitan (10.11.1), Mail Version 9.1, Google Chrome Version 48.0.2564.82 (64-bit).

User uploaded file

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How can I prevent mail attachments embedding when sending mail

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