Attachments sent from Mail do not show up in Outlook

Hopefully the next major revision of the OS will correct this bug. That or Apple will can its current mail dev team.

One can only hope. In the mean time, we all share your pain and deal with this gross oversight.

Just my theory. I think the issue may have something to do with older email clients, like Outlook Express, which people I know still use, not being able to view certain file types. Like in my case, I sent a message with a tiff image attached and the recipient couldn't see it. When I sent a jpeg along with the tiff, only the jpeg showed up in Express. That leads me to think that Express doesn't have the ability to render a tiff image. When I resent it using Outlook 2011, the tiff showed up and I think that is because Outlook uses html format by default unlike Mail's rich text, so it is like sending a webpage where Express doesn't need to be able to read tiff files. That is just my theory.

Thanks for the thoughts but it does seem to be an issue with various types of recipients and senders!

it's also happening on Exchange 2010

I have this happening to me in Lion (10.7.3) to Win7 (outlook 2007) on Exchange 2010.

I suggest compressing the files first (select all the file you would like to attach, two finger click (like right click) and select "compress _ items") then attach the archive file it makes for you. The nice part about that is both mac and PC can open a .zip file.

This is the best way till Apple figures out how to solve the problem.

Under Mountain Lion and Mail I have tried frist to write the mail, set the signiature and then first below signiature attach the file. Then everything works at a Outlook for MAC 2011 reciepient.

If you in the text editor choses share, and thereby the attachment commes first in the mail,

the remainder of the mail is recieved as attachment in Outlook - which isn't satisfactory.

But skipping the share command makes everything working correctly.

Don't know if this is still an active post, but I'm curious if an answer has been found. I am unable to attach photographs to my email sent by Mac Mail, and have them appear as attachments on my wife's PC, using Outlook. I am currently OSX 10.7.5. Reading through this thread, the only things that worked for me were to "imbed" the photos in a folder and attach the folder, or to use Attachment Tamer. I have just shelled out $15 for Attachment Tamer, since this seemd to be the cleanest solution, but I remain puzzled why Apple has not fixed this problem.

Have you tried to zip(compress) the photos? It worked for me. I holpe this can help you.

Putting them into a folder worked for me, but I am looking for a way to do attachments as I have for years, on Mac and PC, not a workaround with extra steps for me and my recipients.

I've tried everything. You're right, the email stopped working with attachments. I guess the question is: when will they fix it?

I don't know but I wish they would. I have just now tried placing files in a folder as jk10003 suggested. We'll see if it works, still waiting for response. Thanks!!!

I would not suggest attaching the folder and not compressing the attachments for two reasons:

1. You will have a larger files size attachment than if you compressed it, a real issue for recipients as every email service varies in message size restraints.
2. you risk the contents of your attachements becoming corupted in transit, and it happens often – especially to art file types like psds, eps', and AI files.

Ridiculous. When you attach a folder it gets zipped, and you can send a folder full of any sort of binaries. I do this all the time. Never had any data corruption problem.