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Mac mail inline attachments - Yosemite 10.10

Has anyone found a Yosemite work-around yet to send image attachments as file icons that show as icons to Windows users and not images?


Right clicking and "show as icon" works on the Mac but Windows users still get full images in the email body. I send lots of files for my work and this is really really annoying!! Many of my customers are not particularly PC literate and just cannot get the image out of the email.


Have always used Lokiware's Attachment Tamer, but in good old Mac "we don't care what our customers want to do, we will force them to do it our way" fashion, this has been disabled and Lokiware seem to be struggling to come up with an updated version.


Does this annoy anyone else, or is just me?


Nick Gates.

Mac Pro, OS X Yosemite (10.10)

Posted on Nov 6, 2014 6:07 AM

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Question marked as Best reply

Posted on Nov 10, 2014 8:30 AM

No I have no idea. It annoys me so much. I'm a mac guy as much as the next guy, but this is a classic example of a "cool" feature messing with productivity. There are countless other examples. I use my mac to work, swiping between Windows 7 on Fusion just so I can use Excel, and my mac for everything else. I'm about to start using Outlook on Windows. Another thing I don't understand is why don't they just port Microsoft Office to Mac, keep it the same? Why does everyone dumb down and color their software for mac users.


Whatever, Apple stop listening a long time ago.

134 replies

Apr 24, 2015 5:29 PM in response to ravi-gurgaon

ravi-gurgaon wrote:


important part is to have the option available that the receiver can get it as an icon.

That is purely up to the receiver's email client. If their client supported the email specifications, they wouldn't have a problem at all and could set up their client to either see it inline or as an attachment. And, either way, they would be able to save the attachment.

Apr 27, 2015 5:00 AM in response to alexandrafromsouthampton

Hey thanks. Thats not the experience I have, so I guess different somehow. I use native mail also, and the problem is if the recipient is on Windows outlook. All other recipients are fine - thunderbird on both platforms, gmail, yahoo, etc. Hence my point that it is an OS X Mail / Windows Outlook incompatibility (have not tested Exchange vs Outlook Express though)

Jun 17, 2015 7:27 PM in response to nickcage49

hi, I found two solutions. First, I found the instructions on Apple's support which said that you had to make sure "Edit -> Always send Windows friendly attachments" was checked. Which still didn't work for me. So I revisited that link and realized that it then it said you must click the paperclip (attach icon) to attach the image. That worked apparently. I was always dragging the image in.


But before I knew that work, I installed this and then purposely dragged the image in and this worked too.

http://clivegaleni.com/posts/os-x-yosemite-10.10.2-and-mail-8.2-anti-inline-plug in-update/

Sep 18, 2015 6:59 AM in response to nickgates

I have been 'zipping' my files to prevent them being displayed as inline images. It takes a little extra time which is annoying but it preserves the document names and allows free manipulation on the Windows receiving end.


I don't even want to put my clients through another series of tests for the new plug-in. As a freelancer it is my job to make my clients' life easy, not to have them jump through hoops to try to get proprietary Macintosh programs to play nice with the industry standard (Windows/Outlook).

Sep 18, 2015 7:09 AM in response to designdomino

Perhaps this works with some combinations of the various releases of MacMail and Outlook, but it did not work with me. I've researched this thoroughly:


• I used Attachment Tamer by Lokiware for a while-- which was great until even the heroic developer of that app lost interest in keeping up with OS updates.
• I used Outlook for Mac for a while (on the wink-is-as-good-as-a-nod suggestion from a Mac tech support guy: he kept stressing that if I wanted professional capabilities with my e-mail I should get a 'professional tool.') Outlook drove me crazy as I was not able to organize my saved emails in a way that I understood (my ignorance, no doubt, but totally frustrating.)


Now I am 'zipping' all of the files that I send to my Outlook clients. This is a pain in the neck but it preserves my document names and allows them to save without having Masters degrees in computer science.

Sep 18, 2015 2:53 PM in response to NoraW2

proprietary Macintosh programs to play nice with the industry standard (Windows/Outlook).

Mail is not proprietary at all. It is very much open email standards. It is Outlook that is proprietary. It was designed to only work on their proprietary Exchange server. They tried to make it handle "internet email," but failed miserably as you have discovered.

Sep 23, 2015 4:10 AM in response to nickgates

Try using a browser email client.


I use a big beautiful Mac for my personal computer at home but have a Win/PC device for work. So sending images from home to work has always been a problem. I too have tried all these workarounds and have found that sending attachments through your web-based email client (Gmail, Outlook, Hotmail, etc.) is a decent workaround. I keep Gmail's email client up in a Chrome window all day long on the Mac. When I need to send mail to my work machine with an image attachment I just compose the message in the browser client instead. Attachments go through just as you'd expect - as attachments and not inline images. I'm not sure if this will work with an apple-based email address and their iCloud client.

Mac mail inline attachments - Yosemite 10.10

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