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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




[Re-Titled by Moderator]

iPhone 11 Pro, iOS 14

Posted on Sep 17, 2020 7:38 PM

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Question marked as Best reply

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 21, 2021 2:14 PM in response to ahungryhungarian

Actually, ahungryhungarian, the functionality of the Apple Mail email client remains unchanged by the change in appearances. (Modulo the appearance itself, of course.)


The same is true for very nearly all other email clients one may use to read the received email, composed on Apple Mail: all except a very tiny subset of email clients which disallow users to perform bulk attachment operations (such as bulk-saves) based upon some internal “logic” within such email clients.


Such is the only functionality issue anyone has reported, so far, in the many months that this issue has been discussed.

Mar 22, 2021 10:00 AM in response to Halliday

@Halliday - Do you recall how sending an email with a single picture “attachment” using the native built-in Mail app would show up in Outlook prior to v14 of iOS? If it came as an “attachment” then, but doesn’t now, then the cause of the issue was the upgrade to iOS 14. If that was, indeed, the case, then please explain to my how an upgrade to iOS can somehow be blamed on Microsoft. I want to understand, but after 44 pages in this thread, I am still scratching my head. As always, thanks for your time participating in this lively discussion!



PS - I will again suggest that the easiest solution / work-around is to install the Outlook app on your phone. It’s free. It works with Gmail, Exchange/365, Yahoo, IMAP, POP3, etc. You don’t have to use it as your default; only use it when you are trying to send a picture as an “attachment”. No need to read any further in this thread. Takes 1 minute to download/install and 1 minute to configure. End of frustration.

Mar 22, 2021 11:53 AM in response to Halliday

OK, correct me if I am misunderstanding what you are saying...


You are saying that Outlook has always had a flaw specific to how it displays attachments. Apple's iOS Mail app has always sent email attachments in accordance with Internet Email Standards. Prior to iOS 14, iOS 13 was coded in a way that helped Outlook translate around their flaw in coding that allowed Outlook to display attachments the way Joe User who sent it from their iPhone wanted it to be displayed (as an attachment instead of inline / embedded). When Apple upgraded to iOS 14, their built-in native Mail app continued to meet International Email Standards, but they removed this translation coding that got around the Outlook flaw. So you're saying that the real solution isn't for Apple to re-add that additional translation code, but Outlook needs to fix their code to rid themselves of this flaw that displays attachments as inline / embedded. Correct? Sorry to be so wordy, but I'm trying to get the necessary details to finally understand after 48 pages of posts that have not conveyed to a laypersons like me, what the real crux of the issue is.


Thank you for your continued attempts to educate. I'm sure it's been frustrating to you to have to post the same thing again and again. Maybe we all just needed a translator code to help us understand.

Mar 22, 2021 7:09 PM in response to TarHeelTech

TarHeelTech wrote:

OK, correct me if I am misunderstanding what you are saying...

You are saying that Outlook has always had a flaw specific to how it displays attachments. …

Sorry. Not «specific to how it displays attachments», but «specific to how it» does or does not allow you, the user, to perform bulk attachment operations (such as bulk-saves).


However, there does seem to be a correlation, in Outlook derived email clients, between this treatment of attachment operations and the way Outlook chooses to display the received email. (That latter is actually irrelevant to the flaw, but does seem to have contributed to users’ confusion.)


… Apple's iOS Mail app has always sent email attachments in accordance with Internet Email Standards. …

Correct.


However, the «Internet Email Standards» provide for many different email formats.


… Prior to iOS 14, iOS 13 was coded in a way that helped Outlook translate around their flaw in coding that allowed Outlook to display attachments the way Joe User who sent it from their iPhone wanted it to be displayed (as an attachment instead of inline / embedded). …

Like I wrote, above, there are many ways to format emails, by way of the «Internet Email Standards».


It is quite possible that Apple Mail, in iOS 13, defaulted to a different email format.


Even beyond the formatting, it is quite possible that the use of the Content-Types may have changed.


It is also possible that the implementation of the Simple Mail Transfer Protocol (SMTP) changed.


One must also recognize that this Outlook issue occurred with earlier iOS versions, over many years. This was far from being unique to the iOS 13 to iOS 14 transition. (This is due to how fragile any “workaround”—that “kicks” Outlook into “doing the right thing”™️—is: subject to being easily broken by any tiny changes in the web of interactions involved in transferring emails.)


… When Apple upgraded to iOS 14, their built-in native Mail app continued to meet International Email Standards, but they removed this translation coding that got around the Outlook flaw. …

Where did you get the idea that there was ever some «translation coding that got around the Outlook flaw»?


I actually wish there was some way to create, say, a Content-Type: multipart/alternative form that would be able to provide a good form for Outlook, that Outlook would actually be “persuaded” to use.


If that were possible, it would be easy to fix this issue in cases where Outlook is used as the receiving email client.


However, there is no mechanism to “force” a receiving email client to render an email based upon a particular alternate form.


(This is probably a good thing, since such a mechanism could easily be abused by competitors.)

… So you're saying that the real solution isn't for Apple to re-add that additional translation code, …

There isn’t such.


… but Outlook needs to fix their code to rid themselves of this flaw that displays attachments as inline / embedded. Correct? …

Sorry. Once again. Not how Outlook «displays attachments», but how it does or does not allow you, the user, to perform bulk attachment operations (such as bulk-saves).


However, again, there does seem to be a correlation, in Outlook derived email clients, between this treatment of attachment operations and the way Outlook chooses to display the received email. (That latter is actually irrelevant to the flaw, but does seem to have contributed to users’ confusion.)


… Sorry to be so wordy, but I'm trying to get the necessary details to finally understand after 48 pages of posts that have not conveyed to a laypersons like me, what the real crux of the issue is. …

I’m sorry. 


Even though we (those of us, here on Apple Support Communities, that worked over months to understand the realities of this issue) have been able to narrow down the issue or issues, we do not, yet, have a full understanding of the flaw in Outlook derived email clients: really, only its programmers know under what conditions they “do the right thing”™️, vs. not doing so.


If Apple, for instance, had the full picture of the flaw in Outlook derived email clients, they might be able to work around it, to get them to “do the right thing”™️. (There is no guarantee, even having that full picture.)


Unfortunately, not having that full picture, any workaround will be fragile: subject to being easily broken by any tiny changes in the web of interactions involved in transferring emails. (In fact, even with that full picture, a full workaround may never be possible, and will be fragile, anyway, to any changes in the Outlook derived email clients.)


(I suspect that the Apple developers understand all this, and are unlikely to willingly subject themselves to such fragile workarounds.)


… Thank you for your continued attempts to educate. I'm sure it's been frustrating to you to have to post the same thing again and again. Maybe we all just needed a translator code to help us understand.

Mar 24, 2021 11:38 PM in response to Halliday

The issues lies with the mail app on the receiving end. Why do you keep bringing up outlook and <its derivatives> remove outlook from the equation entirely. Apple mail and Apple mail only is the issue here. Apple mail is deciding to interpret the data in a different way than before and present it to the user differently, this is the issue.

Mar 25, 2021 7:19 PM in response to Lotus9999

It reminds me of the customer service people sometimes you get who don't bother taking the time to properly understand the issue, and simply copy and paste chunks of text out of their training manual over and over and over again…

Nobody here works for Apple Customer Service.


Nobody.


This is primarily a volunteer run community.


Nobody here is empowered to speak for Apple.


Mar 25, 2021 7:30 PM in response to LACAllen

LACAllen wrote:


It reminds me of the customer service people sometimes you get who don't bother taking the time to properly understand the issue, and simply copy and paste chunks of text out of their training manual over and over and over again…
Nobody here works for Apple Customer Service.

Nobody.

This is primarily a volunteer run community.

Nobody here is empowered to speak for Apple.

OK, but it doesn't change anything.


My point is still valid as far as describing my interaction with a certain individual and what it reminds me of.

Mar 25, 2021 7:37 PM in response to Lotus9999

OK, but it doesn't change anything.

My point is still valid as far as describing my interaction with a certain individual and what it reminds me of.

It changes everything. If you don't like his advice, ignore him. I am confident his feelings will not be hurt.


He is not Apple Support. He is not representing Apple. Nor am I.


If you have been paying attention, posts attacking him have been routinely removed.


Yet his contributions remain.


What conclusion can you draw from this?


Let it go...

Mar 27, 2021 7:49 AM in response to Riverrat313

SOLVED!


i figured out the issue with embedded vs attachment on IOS 14. If you send an email in HTML, it will always embed the photos. If you send Plain Text, the photo will be attached. Any formatting in the email triggers HTML. It could be your signature or any other text if it is bold, colored, underlined, italic etc.


If you have a formatted signature, you cant just change it, you have to delete it by selecting ALL then backspace to delete it. Then type your signature as plain text and your pictures will be attachments


My ipad came defaulted with a formatted signature, after changing it, this worked



Mar 27, 2021 8:25 AM in response to Halliday

That is correct, when you see a Plain Text email in outlook, the picture appears as an attachment that you can just drag off to where you want it. If HTML, you must right click on it to "save as picture" , decide on a location and give it a name.


Not a huge deal, but a pain if you receive lots of pics every day like i do (and others that are writing in this discussion)

Mar 27, 2021 8:52 AM in response to snowmelt

snowmelt wrote:

That is correct, when you see a Plain Text email in outlook, the picture appears as an attachment that you can just drag off to where you want it. If HTML, you must right click on it to "save as picture" , decide on a location and give it a name.

Not a huge deal, but a pain if you receive lots of pics every day like i do (and others that are writing in this discussion)

Absolutely «a pain», especially «if you receive lots of pics every day», or «lots of pics» in each email.


Have you not noticed that only a «very tiny subset of email clients (consisting of email clients [Outlook and its derivatives] all programmed by one company: not Apple)» have any such issue?


All other email clients recognize the photos as attachments, regardless of formatting.


(Of course they recognize them as attachments: that’s what they are, regardless of formatting.)


Even Outlook “gets it right”™️ if you save the email as HTML: it will even properly name the pictures. (The picture names are there, as a part of each attached image.)

Mar 31, 2021 6:02 PM in response to Lotus9999

Thanks I appreciate it. I’ve been following this thread for months now, the only reason I even post anymore is bc it’s extremely frustrating to see people’s comments being dismissed like they aren’t actually experiencing an issue. I gave it one last shot and really tried to break it down but it’s looking like anyone’s attempts are pointless when it comes to the guy.

Mar 31, 2021 10:22 PM in response to snowmelt

snowmelt wrote:

… You have to send as plain text to make it an attachment

That’s only true when receiving such emails using that «very tiny subset of email clients (consisting of email clients [Outlook and its derivatives] all programmed by one company: not Apple)».


(In fact, really, even sent «as plain text», Outlook can refuse to treat them as the attachments they are.)


«All other email clients recognize the photos as attachments, regardless of formatting.


(Of course they recognize them as attachments: that’s what they are, regardless of formatting.)


Even Outlook “gets it right”™️ if you save the email as HTML: it will even properly name the pictures. (The picture names are there, as a part of each attached image.)»

Email photo as attachment, not embedded, in iOS 14

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