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why do i keep getting "Message Send Failure" every time I send pictures on iMessage? All are sent to other iPhone/iPad users.

For a few months now, I've been getting "Message Send Failure" every time I send pictures to other Apple devices (iPhones, iPads, Macs), despite the recipient receiving them. So, even though the pictures are going through, the "Message Send Failure" notice keeps showing up. I checked with other people who have Apple devices and they also encountered the same issue whenever they send pictures (usually send an email to make sure it was received). I thought when iOS 7.1.1 came out that it would fix this issue. Has anyone else encountered the same issue? Thanks!

iPhone 5s, iOS 7.1.1

Posted on Apr 25, 2014 7:11 PM

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Posted on Oct 5, 2017 5:28 PM

why am I getting failure messages when I send photo with text..

12 replies

Jun 1, 2014 7:37 AM in response to Ninja-Were Panda

I started getting the error on my iPhone 5 (iOS 7.1.x) several weeks ago - if not a month ago. Today I finally decided to run through a wholesale sign-out/sign-in process on all my devices (iMac, MacBook, iPad 1, iPad 3 and iPhone5) and it worked!


I signed out of iMessage/Messages on all devices. I also deleted my iCloud accounts on all my devices (make sure you tell the software to keep local copies when you are prompted - relax, it all stays in the cloud, too) Then I signed back in to iMessage/Messages and then re-added iCloud accounts all around. I just sent a message with a photo attachment and did not get the "Not Delivered" message - yay!


(FYI - even though I received the error every time I sent a message with an image attachment, the message still went through - very, very happy, though to finally get rid of the message...)

Jul 5, 2014 12:06 PM in response to Data Focus

Thank you, Data Focus.


This worked on my iPhone 5, but not on my wife's iPhone 5c. We've both been experiencing the issue for weeks now and I was just able to find this thread. My iPhone's iMessage is also delivering through my iCloud account (email addresses) and my wife's is not (phone # only). I've also noticed that lots of people are experiencing the same issue because they're double sending the photo. Anybody have an idea what the bug is?

why do i keep getting "Message Send Failure" every time I send pictures on iMessage? All are sent to other iPhone/iPad users.

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