Emailing photo attachments from my iPhone 11

But it just started being an issue with the latest iOS update. I’ve been opening up photos in outlook at work for years, and with iCloud Drive on, I’m able to send as many photos as I want. They used to send as attachments, until recently.

Operating System upgrades are, typically, the places where implementations of new Internet protocol standards are introduced, TPITTS437.

Sure. There was a change in either the default way Apple Mail formats authored emails, or in the implementation of a newer version of the Simple Mail Transfer Protocol (SMTP) Internet standard used to transfer email from Apple Mail to your chosen SMTP email server (going to a Microsoft Exchange email server seems to be the only troublesome link, here), or both; that seems to have triggered the issue that already existed in Microsoft Outlook.

As for attachments, to emails, they are still attachments! That hasn’t changed.

The only problem is that Microsoft Outlook prevents you, the user, from performing bulk attachment operations (such as bulk-saves) based solely upon the way Outlook chooses to display (render) your received email.

So far, none of us have seen any other email client that misbehaves, in this way.

This, and the various workarounds, simply emphasize the fragile nature of any means of trying to get Microsoft Outlook to “do the right thing”™️.

Such will continue to be fragile (subject to being easily broken), until Microsoft fixes this misbehavior in their Outlook software.

Unfortunately, Microsoft is highly unlikely to fix this issue, unless y’all let them know that this misbehavior causes you difficulty.

Y’all are also encouraged to provide Feedback to Apple, but anything they may do will remain fragile, until Microsoft Outlook has this issue corrected.

This is the problem!

Every time I send or receive an embeded photo in the body of the email, I have to left click to select the photo. Then right click to "save photo as..." THEN, I have to go find the file I want to save it in. (which for me can very extensive file paths due to my organizational and compartmentalized philosophy) I have to follow the same procedure for every photo.

My best work-around is to just plug my phone into my PC using the lightning cable, then opening up the phone's files and transferring by click and dragging photos that way.

Nonetheless, It is so much easier to just highlight all of the attached photos and drag them into the file which you would like to store them.

Apple fix this please. Not everyone wants to use (or pay for) your icloud storage...

Welcome, tylerh.fromlubbock, to Apple Support Communities!

What email client forces you to save photos only one at a time?

So far as any of us have seen, the only email client that forces this upon its users is Microsoft Outlook, and it only has this misbehavior when Outlook chooses to render (display) a received email in a certain way.

Welcome, Ocamac, to Apple Support Communities!

The reason why SawyerTX’s recommended workaround succeeds is because the images/photos always ere attachments!

If that were not the case, his workaround would not succeed!

All his workaround does is save the raw email message (which is MHTML [Mail HTML], designated as text/html, format: the latest version of that Internet standard was March 1999).

The problem is not in the format Apple Mail uses, nor in the latest implementation of the Simple Mail Transfer Protocol (SMTP) Apple may use, to transfer the email to email servers (including Microsoft Exchange servers). (Though there may be a misinterpretation on the Exchange side, if Microsoft has been their usual “feet dragging” selves, in terms of standards compliance.)

The problem y’all seem to be having is in the way Microsoft Outlook forbids you, the user, from performing bulk attachment operations (such as bulk-saves) based only upon the way Outlook chooses to display (render) your received email.

So far as anyone has been able to determine, this issue is unique to Microsoft Outlook, and its derivatives: no other email client has this misbehavior.

Both are attachments, P_D_M.

The only difference is in appearance, with a single exception: With all email clients, except for a tiny subset (consisting solely of Microsoft Outlook, and its derivatives, so far as anyone has found), the user is able to perform bulk attachment operations (such as bulk-saves) regardless how the email client chooses to display (render) the received email.

Only that tiny subset of email clients prevent users from performing bulk attachment operations (such as bulk-saves) based solely upon how the email client chooses to display (render) the received email.

This will never be fixed, until users tell Microsoft how much this causes them trouble.

This is a matter of appearance vs. reality/actuality/functionality.

As I read the original question, the OP was looking for a way to email photos as an email attachment, as opposed to being embedded in the image. Whether you call them both attachments or not, the question was how to get the former version.

I was pointing out that when I use the Outlook email app, I can still send photos as email attachments, whereas with the Apple email app I no longer can.

I did not see anything about bulk attachment operations in the original question.

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.

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.

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?

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.

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.)

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....

Need I guess, 56314098136, at what email client is forcing this «very inconvenient and time consuming» procedure? (There’s only one, and its derivatives, that has this misbehavior, so far as any of us have heard of.)

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.