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 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 11, 2020 8:23 PM in response to P_D_M

One has to read further, to find out what the actual issues are, P_D_M.


This is especially true, seeing as how so many confuse appearance with reality/actuality/functionality.


Once one reads far enough to find the true, underlying issue; once one goes beyond the superficialities of appearance; one finds that the real issue is functionality: what people were actually trying to accomplish.


(Of course, at that point, one also finds that what they are trying to accomplish can be far better served using other tools; but, then, one runs into their “force of habit”: they want to just keep on doing what they have been doing.)


I have yet to find a single user that actually wants plain-text emails, with listings of attached files, purely for the appearance of such an archaic form of electronic communication. (One would need to be nostalgic for the email communications of the ‘70s and ‘80s. There may be some, but I doubt they would be using iPhones, Macs, and/or Windows. They would be using command-line computer interfaces.)


Instead, they, invariably, have been “conditioned”—by poor software—into thinking that’s what they “need”, in order to obtain their desired functionality.


In order to actually help people, one, often, needs to learn to understand the deeper aspects of what people are saying; what they are actually trying to communicate, even when they have a difficult time articulating such.

Dec 11, 2020 11:02 PM in response to Skeptical66

Skeptical66 wrote:

halliday,
i don't care anything about the underlying technology. The iphone is simply a tool and a convenience.
i want it to serve me in a simple and seamless manner. Before the ios 14 upgrades my photos "appeared" to be attachments when emailed from the apple app. Now they do not "appear" to be attachments.

You are absolutely correct about the appearances, Skeptical66.


What I’m wondering is why this appearance is important to you?


Is it truly just about the appearance, or is there something more? Maybe something you wish to do with the resulting email?

Dec 12, 2020 2:39 PM in response to Skeptical66

Skeptical66 wrote:

Halliday,
Yes, there is something more. When sending photos in a business email from iphone, the embedded images (appearance) is unprofessional. Manipulating the storage of the photos takes several extra clicks to use. Like i said, i want seamless and easy use of the iphone and the ios 14 upgrade is not seamless and easy when emailing and using photos. It waste a lot of time under present conditions.

So. It’s not, actually, the appearance.


In fact, even the claim of being «unprofessional» is about the functionality, or lack thereof, at the receiving end!


Now. Need I guess at what email client is forcing this «several extra clicks to use»? (There’s only one, and its derivatives, that has this misbehavior, so far as any of us have heard of.)

Dec 12, 2020 3:19 PM in response to Halliday

For me, the embedded photos vs attached photos is a big functional problem. Yes, it is very inconvenient and time consuming, to highlight, "save as" and create a new name for this file, but you also loose all of the META DATA attached to the original photograph. Thus, not only is the original name lost, but so is the date, time, location and all of the camera settings. This really impacts those that use their phone for professional documentation, those that work in Photoshop, and hobbyist photographers just to name a few....

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Emailing photo attachments from my iPhone 11

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