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Email photo as attachment, not embedded, in iOS 14

I just updated my phone to ios14. I have an hotmail email account I’ve used for years. Before I updated I could email pictures to my work email and outlook account and they would be attachments at top of email. Easy to save, copy, print, etc. Now the pictures show up in the body of the email. Full screen and not easy to work with. Is there a setting I need to change to get it back to the way it sent pictures before I updated. Thanks




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iPhone 11 Pro, iOS 14

Posted on Sep 17, 2020 7:38 PM

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Posted on Oct 1, 2020 11:07 AM

My assistant found a work around. Record a 1 second video. Go into your photos and select all your photos and the video send as you used to prior to IOS 14 and they will all go to the email as an attachment. Make it a really short video or it makes the file rather large.

984 replies

Mar 9, 2021 7:50 PM in response to Halliday

Halliday, sorry if you felt interrogated or deposed. You said you expect better of me. I’ll give you my best. Since you are a scientist, please try this experiment. Let’s remove Microsoft as a variable; no Outlook, no 365/Exchange.


On an iPhone running iOS 14, open Photos. Select a photo and click the upload icon. Select the native built-in app, Mail. Using either an iCloud.com or gmail.com account (don’t use Hotmail or any other Microsoft account) send the picture to your iCloud or Gmail address. How did it arrive? For me, it came embedded. Now the real moment of truth. Open Sent Items. Open the email you just sent. Is the picture embedded? If so, then I ask you - “What’s Microsoft got to do with that?”


PS - you claim to have mentioned the IETF previously. I went through all 45 pages and didn’t see you mention them specifically; only mentioning the generic “internet protocol standards”. I had to investigate who creates those standards. To your credit, it appears to be legit. It would have been helpful if you included a link to their mission earlier to lend credence to your explanation. However, I have yet to get a reply to my request for them to read this thread and provide their expert opinion. I also asked them to leverage their influence to get resolution; I don’t care if the issue with with Apple (it is) or Microsoft. Surely they write the protocols and standards so they must have some clout in the industry.


Friend of the internet who came here desperate for a solution to send an picture as an attachment to an email, there’s good and bad news. The bad news is that there is not a setting in the built-in Mail app. The good news is that there is a work-around - simply install the Outlook app; it will work with non-Microsoft accounts, such as Gmail or your favorite ISP. Maybe one day Apple will fix it (or Microsoft if you’re buying what my scientist friend is selling). If it’s never fixed, then get used to the Outlook app. You can actually have both the Outlook app and built-in Mail app configured for the same account. You only have to use the Outlook account whenever you want to send a picture as an attachment.


Congrats to those of you who scrolled through 45 pages of commentary without a suggestion for a work-around. My apologies for the amount of time you wasted. Peace ☮️ ✌🏻

Mar 9, 2021 8:58 PM in response to Riverrat313

I just purchased a new iphone, which uses iOS 14 - and have encountered the same issue everybody else has - where all photos are embedded. Just awful. ....... My old phone (iphone 6) is on a lower IOS - and it still works fine, sending my photos as attachments. When I called Apple about it, they acknowledged that IOS 14 removed the ability to send photos as attachments, which is ridiculous.

I sure hope Apple listens and offers an update that restores the ability to send pics as attachments.


Has anybody found a work around to this? I haven't been able to go through the 45 pages of comments to see. So, if someone could post a work around that allows me to send photos as email attachments, I would greatly appreciate it.


Mar 12, 2021 9:25 AM in response to Halliday

2. Send that email to an account where you can open that email in an email client that allows you to View the Raw Source of that email.

And to add... recognizing there are many variants of "Outlook" in use, the more that contribute, the more the issue can be understood. Outlook is now more a brand name that the name of an actual mail client.


Like... I drive a Ford means little.

Mar 12, 2021 9:55 AM in response to LACAllen

Yes, LACAllen.


It’s one of the reasons I often write of “Outlook and its derivatives”.


In addition, I see no reason one should limit the test to the two classes of receiving email clients I mentioned.


The only important part, to this test, is whether the receiving email client can provide the Raw Source of the received email.


The more data the better!

Mar 18, 2021 3:08 PM in response to Scamp468

Apple made a change in IOS 14 to stop people from being able to send pics as attachments when you use Apple's mail. Period. An Apple senior manager confirmed this to me.


It has nothing to do with Microsoft, so don't muddy the waters. In fact, if you open a browser and sign into your hotmail account there, the pics will send as attachments. But if you use the Apple mail system to access your hotmail account, the pics will be sent embedded. THIS is what people are angry and frustrated about. And THIS is why people need to bombard Apple with complaints, demanding it reverse this terrible decision.

Mar 18, 2021 9:30 PM in response to ahungryhungarian

ahungryhungarian wrote:

You keep copy/paste spamming this “*<definitive test>*” but instead why not just do it yourself and post the results.

While I have a couple of iPads, running iPadOS 14.4.1, I do not have an iPhone—which is what seems to be used by most experiencing this issue.


Additionally, I have not used Outlook (or its derivatives) for over six (6) years, and certainly have no email accounts that use Exchange servers.


So. While I think my test results are valid indicators of what is actually going on—since I don’t expect the iPadOS version of Mail to differ at the email composition level, and I don’t expect the emails to be modified in the process of being read by a macOS version of Mail—I can imagine some people not wanting to accept such results.


Hence, I believe the results will be far more readily accepted if they are generated by the affected community—most especially if we can obtain Raw Sources from Outlook, by Outlook users.


Could you help us with that, ahungryhungarian?

Mar 19, 2021 9:30 AM in response to Halliday

There are no browsers present, this is the iOS Mail app and the Gmail app for comparison. You seem to be confused about the issue that people are describing. Not a single person cares about how the backend works, the thread would like the APPEARANCES on the iOS mail app changed back to how they were before, like the Gmail app still currently has.

Email photo as attachment, not embedded, in iOS 14

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