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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Posted on Mar 8, 2021 4:32 PM

Lotus9999 wrote:

There's a similar thread also, which has double the number of pages of this one:

https://discussions.apple.com/thread/251807601

There only seems to be 2 solutions to it:

ONE: I've done some testing now Sending pictures using Outlook app, and here are my findings:

1 - If you start in the Outlook app and attach pictures, they will still show up EMBEDDED. …

Actually, just as with Apple Mail, I expect that they are just as much attachments! (I wouldn’t be inclined to think otherwise, unless such was demonstrated to be otherwise upon inspecting the Raw email text.)


However, this does seem to demonstrate that Outlook, as well, is able to format emails as rich-text (text/html, actually). (When I worked within the corporate/governmental sectors, I would only send emails as plain-text if the other party had requested such, or I was replying to a plain-text email.)


I suspect, however, that if you sent this email to an email address where you use Outlook to read the email, that Outlook would allow you to perform bulk attachment operations (such as bulk-saves).


If not, I would actually be surprised! However, in that case y’all could use that as the best leverage to have Microsoft (at least partially) fix Outlook, and its derivatives.


… 2 - However, if you start in Photos (as others I believe have indicated), then choose the method to share as the Outlook app, they DO in fact show up as attachments! And there's no need to attach a 1 second video...

Yes. This should surprise no one.


Of course, as always, the real test is not in the appearances, but in the functionality: does Outlook (or another email client) allow you to perform bulk attachment operations (such as bulk-saves)?


… The only downside is that unlike when sending pictures by Mail, where you get the option to choose the size of the photo (S/M/L/Original), there are no options and they are sent as full-size by default.

Meh …


… Based on this solution, perhaps any other third-party app on the iPhone can be used with similar results, and not just the Outlook app. …

Make sure y’all don’t get caught up in the appearance, but pay attention to the functionality: does Outlook (or another email client) allow you to perform bulk attachment operations (such as bulk-saves), regardless of appearance?


… TWO: The other one allows you to still use the default Mail app, and by attaching a different file (such as a 1 second video), it forces it to send all of the pictures as attachments also.

As always, «the pictures» are sent «as attachments», always.


The only potential differences are:

  1. In the appearance of the email, and
  2. Whether Outlook (or one of its derivatives) will allow you to perform bulk attachment operations (such as bulk-saves), regardless of appearance.
292 replies

Dec 14, 2020 6:56 PM in response to Skeptical66

Skeptical66 wrote:

Halliday,
Who is "any of us"?

«”any of us“» is anyone that has actually tried to evaluate this issue, to analyze it, to figure out what is actually going on, anyone that has tried to devise a workaround.


In short, everyone that has shared any actual, constructive information. I actually include the information you have shared, so far.

Dec 15, 2020 6:09 PM in response to Mystified-OZ

Mystified-OZ wrote:

It’s not just Microsoft, gmail also

Does «gmail» actually prevent y’all from performing bulk attachment operations (such as bulk-saves) based only upon how their email client chooses to display (render) your received email?


Last I saw the «gmail» client tested (both the App and the web interface), «gmail» didn’t have this problem.


(I sure hope they aren’t taking “marching orders”, or even “clues”, from Microsoft!)

Dec 15, 2020 6:55 PM in response to TPITTS437

For me, I went to the photos app, selected 2 pics and selected to mail through IOS mail. From within the mail, I selected just above the pic and the keyboard came up with 6 options. I selected the attachment icon. You may or may not have any pdf files in you files folder which is difficult to find. You will hopefully have a getting started pdf from adobe. I was able to send the pics original size with no problem. Now all of you photos that you send to your email clients will have a nice getting started pdf. Perhaps you could create a pdf card file with your contact info as your attachment. I looked around for the downloads (files) folder and it is not easily found. Still searching :(

Dec 17, 2020 12:19 AM in response to ultra50

I never said «outlook changed», ultra50. 😏


The problem is that Microsoft Outlook prevents you, the user, from performing bulk attachment operations (such as bulk saves), based only upon its choice of how to display (render) your received email!


This means that any attempts, by other email authoring systems, to try to make Outlook “do the right thing”™️, with your emails that include attachments, is doomed to be fragile: easily broken by any tiny change in the web of dependent systems inherent in exchanging emails.


I challenge anyone to find another email client (that isn’t a derivative of Microsoft Outlook) with this flawed handling of your received emails.

Dec 17, 2020 1:28 PM in response to Halliday

oh and since you werent reading the other posts, you CAN FIND others with Gmail and Hotmail that have complained about this very thing. it doest matter anyway because Apple and it's employees like you who are employed to spit out this BS don't care about the end user. it's always been like that and there is no reason to believe it will change.

Dec 17, 2020 3:57 PM in response to Halliday

Halliday, you seem to be very knowledgeable on the issue that we are all struggling to cope with. I nominate you to contact Microsoft on behalf of all of us, to explain, in your more technical words, exactly what we want them to change. I, we want to be able to receive thumbnail photo attachments in outlook email.

Thanks ahead of time for your willingness to help. LOL

Dec 17, 2020 5:05 PM in response to TPITTS437

Just as with Apple, Kap2021, it is far more affective if the people experiencing the issues are the ones that provide the Feedback and “bug” reports.


As for «thumbnail photo attachments», I doubt that request will get you, or anyone, very far: that’s a rendering/displaying issue, rather than a functional-level issue.


This touches upon another aspect of the issue y’all are having:

Y’all are trying to use a tool (email) for something that is divergent from its primary use-cases: email is principally focused upon human-to-human (electronic) communications.


What y’all want is a quick and easy (and intuitive) means for transferring (often large) sets of images and photos (and, perhaps, sometimes, videos, as well).


As your desired use-cases diverge from the primary use-cases of the tool you are trying to use, y’all will increasingly run into difficulties and downright conflicts.


The tried and true old adage applies: use the best tool for the job!


Just because y’all have become accustomed to using a certain tool for your purposes, doesn’t make that tool, automatically, the best tool for the job: it’s only the one y’all are used to!

Dec 21, 2020 8:28 AM in response to Mystified-OZ

I was primarily working with an iPad, with no cellular, so yes, always on WiFi, and mostly at home.


I try not to let my life be completely controlled by mobile phones and other electronic gadgets. The one constant in life is change, and the key to surviving it is to adapt, bend with the wind or break. Not so long ago we didn’t even have mobile phones, and yet we were able to function, as a society and as individuals.


Lots of frustration evident in this post, and what has been resolved? Nothing. I’m sure my thoughts won’t help resolve the issues, but my personal thought is: Will “this” be important or affect life five years for now. Most of the time the answer is no—so just figure out a temporary fix, because before too long there will be another change to deal with. Life is too short anyway, so why let stress about everything.


This thread has been closed by the system or the community team. You may vote for any posts you find helpful, or search the Community for additional answers.

Emailing photo attachments from my iPhone 11

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