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Emailing photo attachments from my iPhone 11

Since the ios14 update when I now email photos from my iPhone using either my work outlook or personal GMAIL addresses they are now sent embedded in the email message and not as jpeg attachments to the email. Why is this and how do I fix it or what settings can be changed, if any?

Posted on Sep 23, 2020 7:23 PM

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Question marked as Top-ranking reply

Posted on Oct 8, 2020 1:28 PM

Okay I figured out a fix to this since we can't get a useful response from the Specialists. As a heads up, this was through Outlook, not Gmail, but I am assuming the process would be the same/similar.


  1. Open the email with the embedded photos.
  2. Click File -> Save As.
  3. Choose the folder where you want the photo files to be saved.
  4. Change the "Save as type" in the bottom dropdown box from "Outlook Message Format - Unicode" to "HTML".
  5. Save file.


There will be a couple of extra random files that won't be used, but a folder with all of the photo files will now appear in the folder you selected to save the email to!


Hope this helps

292 replies

Nov 26, 2020 3:31 AM in response to jamesfrompleasanton

Aha! On IOS14.2 in Settings->Photos there is a choice for TRANSFER TO MAC OR PC: "Automatic" or "Keep Originals". I was having the problem sending photos with email when "Automatic" was selected. It embedded "heic" formatted photos. When I selected "Keep Originals" instead, and then I inserted a photo into mail on my iphone11 pro, it seems to have embedded a "jpeg" instead. Now, on my Mac, when I view the email with the embedded photo, I see the photo! If I drag it onto my desktop I see that it is a JPEG file. I should note that when "Automatic" was selected, it never asks me what size to mail. When "Keep Originals" is selected, it does ask me. I sent the "Actual size" photo, and it works fine.

Nov 26, 2020 3:36 AM in response to jamesfrompleasanton

There is another setting in IOS14.2 under Settings->Camera->Formats. Two choices, "High efficiency" and "Most compatible". The comment on that screen says high efficiency uses HEIF/HEVC format, but Most Compatible will always use JPEG/H.264 though there is some exception for 4K video (not photos). When I sent files as "Keep original" it seems to me the files must have actually been JPEG when I took the photo. Unfortunately I don't see any simple way to view information about the kind of format the photos are stored in when viewing or editing photos on the iphone. On my phone High Efficiency was selected, but even so, Keep Original sent out jpeg files in my email attachments.

Nov 27, 2020 5:04 AM in response to jamesfrompleasanton

Dear Apple folks,


I have been fighting this issue since the update and finally just found a very easy workaround to save image for microsoft email and windows computers. Simply double click on the embedded picture, nothing will happen, then right click on image and you will be given the option to Save as picture. You can then at very least save the picture to your computer as a jpeg. This does not resolve the issue of the picture being embedded in the email, but at least makes the picture a little easier to save for reuse.


Frank

Nov 27, 2020 2:55 PM in response to Fracala

Hi Frank thanks for the reply but this thread is not about how to save the embedded photos once received and hence change them to a jpeg attachment. The issue is that Apple needs to fix the problem that the phots are sent embedded when emailed directly from our iPhones so that ourselves and whoever we send the photos to don’t have to go through that process for every single photo sent. Apple are ignoring the issue for some reason as they have not fixed it in the last 3 updates that have been rolled out! And it can be fixed as before the 1st iOS14 update photos emailed directly from an iPhone were sent as jpeg attachments and not embedded. I mean seriously whothefuckwantsphotos sent embedded, it makes no sense!

Dec 2, 2020 4:29 PM in response to Skeptical66

Mine is 14.2 as well


After going through the regular mail app and composing an email as normal and selecting the photo button, the email sends with the photos attached for me just fine. I'm sorry if this did not work for you, I am just trying to share what worked for me.


I was using my work email and Windows Outlook client to check if it had sent as an attachment.

Dec 5, 2020 5:44 PM in response to grouch4

Hi, unfortunately no it has not been resolved. I made this original post back in Sept when the 1st iOS14 was released and I got two pathetic pcbullshit replies from Apple that basically said nothing about the actual issue and basically told me to just make sure I had my iPhone updated to the latest iOS! They must think their customers are mostly kids and hence treat us in such a way.

Dec 5, 2020 6:07 PM in response to deane160

Yes, I called as well and talked to Jollee Ann, then she transferred me to Siva (male), and he had to put me on hold after I shared my screen to show him the problem with the Apple installed photo and mail apps not emailing pix as attachments after the latest update. He had to chat with his supervisor, only to return to the call to inform me that there seems to be a problem with the mail app, and there was nothing he could do. I asked why he could not submit an emergency update request to get this issue that sooooo many folks have been complaining about for months. He said I would just have to wait for the next update, and hoped that it fixes the problem. Great customer service answer. Nope, can’t help you...have a nice day, click...

Dec 5, 2020 8:38 PM in response to jamesfrompleasanton

By the way, jamesfrompleasanton, if I remember the email Internet standard correctly, there is absolutely no requirement for the “<!DOCTYPE html>“.


In point of fact, in the HTML standard, any tag that begins with “<!” is a kind of comment! It is ignorable, to renderers!


The part of the email Internet standard that indicates the type of email body is the part you quote before that HTML comment:

Content-Type: text/html;

charset=utf-8

Content-Transfer-Encoding: quoted-printable


The other email body Content-Type is text/plain.


However, the text/plain content type has been going extinct since the ‘90s.

Dec 7, 2020 9:42 AM in response to Chucklepvfc

Chucklepvfc:


Internet standards keep evolving.


In fact, there was a new, official Internet protocol standard this month!


Some companies, like Apple, and others, keep up with the Internet protocol standards, some, whose name shall not be mentioned, “drag their feet” in coming into compliance with new standards.


Additionally, the Internet protocol standards for email are designed for human-to-human communication, which may not, necessarily, align with the use-case of trying to use email to transfer images/pictures to other computer systems.


However, that being said, none of y’all would be having these issues if it were not for the way Microsoft Outlook disallows bulk attachment operations (such as bulk-saves) based solely upon how Outlook chooses to display (render) your received emails!


As far as any of us has seen, so far, Microsoft Outlook is the only email client that misbehaves in this manner.


Unfortunately, Apple has no control over Microsoft’s products.

Emailing photo attachments from my iPhone 11

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