Attaching photos to Mail then saving by Outlook users

While I can attach and send photos, the problem is for the recipient if they are using Outlook. They see the picture and the file name as a JPEG, but they can't save it as a JPEG.
How do you resolve that or can you?

I use Mail to send photos, and the problems are with Microsoft receivers. At work we run Windows XP so I sent some photos to myself a couple of different ways. When I send it, I am attaching JPEG. When it arrives, I see the picture as if it were a text document and the file name is displayed below the picture with a JPEG extension. The problem is saving it - there is no JPEG option. HTML, Text and a few other options.
That just seems odd to me. If I attach an Excel file, I receive an Excel file.

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How do I resize attached photos in Mail Ver. 7.0

how do I resize attached photos in Mail Ver. 7.0 on iMac

I don't think there's a setting in Mail to make this a default. a ittle searching revealed an app that claims to do it. Attachment Tamer is free to try before you buy to see if its worth it for you or if you just want to do it manually.
http://lokiware.info/Attachment-Tamer
hope this helps
-mvimp

Attaching photos in mail on ios7

In the old ios6 when attaching photos to mail you had the choice to resize the photos, this is now not available in ios7, see how it worked in ios6
http://www.macobserver.com/tmo/article/how-to-email-multiple-images-in-ios
Can anyone help

You are right, this option seems to be gone. I am pretty sure this is a bug, though, because the option is not even appearing when I am using cellular data and I can't imagine Apple wants us to sent 3MB images over cellular. You should sent feedback about this ( http://www.apple.com/feedback/iphone.html ).

How can I attach photos to Mail as a thumbnail?

When I attach photos or PDF documents containing photos, to a mail message, the whole photo appears as part of the message. This provides problems at the recipient end as it can take a long time for the mail message to fully open.
What I want is to be able to attach a photo as a thumbnail which can then be opened by the recipient at a convenient time.
I have searched through Preferences and online help but to no avail. Does anyone know if this can be done and how?
doddy95
iMac Mac OS X (10.3.9) mail 1.3.11

The Mail.app displays all image/photo type attachments and smaller PDF attachments (1 page only) inline or viewed in place within the body of the message by default for sent and received messages.
Depending on the recipient's email client and available preference settings, such attachments may appear inline or viewed in place within the body of the message when the message is opened by the recipient (as with the Mail.app) or as attached files only which must be opened separately to be viewed for which you have no control over.
And the same is true in reverse.
For example, such attachments for a Windows Outlook or Outlook Express user appear as attached files only (not shown inline or viewed in place within the body of the message) before and when sending the message but when received by a Mail.app user, the attachments will appear inline or viewed in place within the body of the message by default when the message is opened regardless.
You can control-click on an inline or viewed in place attachment and select View as Icon but such attachments will appear inline or viewed in place within the body of the message by default regardless when opened by a Mail.app recipient.
All this depends on the recipient's email client. The only way to prevent this going either direction is for the sender to archive all attachments as a zip file attachment.

Why can't you easily attach photos from Mail?

I'm kind of scratching my head that there is no option in Mail to attach photos or videos. I know that I can exit from Mail, go to Photos, select Copy, select photos, exit Photos, go back to Mail and paste them, but that's about 7 steps too many for my liking. Why isn't there an attachment feature right in the Mail app?

Buca1uk wrote:
Why don't you use the "Photo Browser" in the top right hand corner (when you create a new mail),
Because we're talking about creating an email in the Mail app _on an iPhone_, not in the Mail app on a Mac. Scroll up to check the forum you're posting in...

Attaching photos in mail

Is there a way to attach photos in email as an ATTACHMENT, not embedded in the email?

Welcome to the Apple Discussions. That's just how Mail presents the photo. If you want it to appear as an icon Control-click on the image and select "View as Icon". The recipient will see it however their mail client is set up.

Getting mail authentication errors for outlook user sending mail

When Outlook 2010 user attempts to use port 587 to send mail (to himself at this point), we see the following in the server logs:
(User in question can attach to file shares on the same server just fine from his Windows laptop)
Outlook config for outbound server is "port: 587, encryption TLS"
When we connect, we get "connection interrupted by server"
Tried other encryption methods - outlook 2010 states that server does not support the other methods (None, SSL)
SMTPD Logs
Jul 29 22:22:58 <servername>.l-n-l.com postfix/smtpd[2306]: connect from <Outlook Client Name>[<Outlook ClientAddr>]
Jul 29 22:22:58 <servername>.l-n-l.com postfix/smtpd[2306]: error: validate response: error: Authentication server failed to complete the requested operation.
Jul 29 22:22:58 <servername>.l-n-l.com postfix/smtpd[2306]: error: validate response: authentication failed for user=colin (method=DIGEST-MD5)
Jul 29 22:22:58 <servername>.l-n-l.com postfix/master[1407]: warning: process /usr/libexec/postfix/smtpd pid 2306 killed by signal 6
Jul 29 22:22:58 <servername>.l-n-l.com postfix/master[1407]: warning: /usr/libexec/postfix/smtpd: bad command startup -- throttling
Jul 29 22:24:12 <servername>.l-n-l.com postfix/smtpd[2270]: timeout after END-OF-MESSAGE from localhost[127.0.0.1]
Jul 29 22:24:12 <servername>.l-n-l.com postfix/smtpd[2270]: disconnect from localhost[127.0.0.1]
Meanwhile: Mac clients are able to connect to smptd submission port to send mail with no problems. Based on what the logs say, it appears that the Mac mail is using a different authentication mechanism.
Client config for outbound server is "use custom port: 587, Use SSL:Checked, Authentication: MD5 Challenge-Response"
Jul 29 22:19:12 <servername>.l-n-l.com postfix/smtpd[2261]: connect from <Mac Client Name>[<MacClientAddr>]
Jul 29 22:19:12 <servername>.l-n-l.com postfix/smtpd[2261]: 721FCEC991: client=<Mac Client Name>[<MacClientAddr>], sasl_method=CRAM-MD5, sasl_username=<username>@l-n-l.com
Jul 29 22:19:12 <servername>.l-n-l.com postfix/cleanup[2267]: 721FCEC991: message-id=<[email protected]>
Jul 29 22:19:12 <servername>.l-n-l.com postfix/qmgr[1800]: 721FCEC991: from=<[email protected]>, size=573, nrcpt=1 (queue active)
Jul 29 22:19:12 <servername>.l-n-l.compostfix/smtpd[2270]: connect from localhost[127.0.0.1]
Jul 29 22:19:12 <servername>.l-n-l.com postfix/smtpd[2270]: E722AEC9A0: client=localhost[127.0.0.1]
Jul 29 22:19:12 <servername>.l-n-l.com postfix/cleanup[2267]: E722AEC9A0: message-id=<[email protected]>
Jul 29 22:19:12 <servername>.l-n-l.com postfix/qmgr[1800]: E722AEC9A0: from=<[email protected]>, size=994, nrcpt=1 (queue active)
Jul 29 22:19:12 <servername>.l-n-l.com postfix/smtp[2268]: 721FCEC991: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=0.55, delays=0.06/0.01/0.01/0.48, dsn=2.0.0, status=sent (250 2.0.0 from MTA(smtp:[127.0.0.1]:10025): 250 2.0.0 Ok: queued as E722AEC9A0)
Jul 29 22:19:12 <servername>.l-n-l.com postfix/qmgr[1800]: 721FCEC991: removed
Jul 29 22:19:13 <servername>.l-n-l.com postfix/pipe[2273]: E722AEC9A0: to=<[email protected]>, relay=dovecot, delay=0.13, delays=0/0.01/0/0.12, dsn=2.0.0, status=sent (delivered via dovecot service)
Jul 29 22:19:13 <servername>.l-n-l.com postfix/qmgr[1800]: E722AEC9A0: removed
Jul 29 22:20:12 <servername>.l-n-l.com postfix/smtpd[2261]: disconnect from <Mac Client Name>[<MacClientAddr>]
Running OS X 10.8.4 with Server 2.2.1.
Any thoughts on what I need to do to make OSX Server mail play nice with Outlook over the submission port?
Thanks in advance!!

Ok - so I think I have it almost all sussed. So for all 3 of you who might be reading this, here is what is going on.
1) As I expected, this has nothing to do with the FQDN/Outlook problem. I actually rejoiced when I finally got far enough to have that problem with my Outlook 2007 and 2010 clients. And I don't like the recommended fix for that either. There is another way - more on that in a minute.
2) This problem was all about authentication methods. At present, I have OS X Mail Server set for plain text and APOP only. I will be working to fix this soon - but at present I am unable to find any other combination that permits both Mac Mail and Outlook clients to authenticate properly. Mac Mail wants to use CRAM-MD5 by default. Outlook is so incompatible with CRAM-MD5 that even when there are other authentication methods available on the mail server, if CRAM-MD5 is selected on the Server then Outlook fails miserably no matter how you configure the Outlook client. Caveat: this is my own observation and I still have some experimenting to do. If you know otherwise (or can confirm more definitively), then please speak up!
So here is the working configuration at present:
   A) Mail Server authentication set to Custom with PlainText and APOP selected, all others blank.
   B) Firewall permits inbound from ports 25 (for mail from "outside"), 587 (submission for authenticated users, TLS) 993 (SSL IMAP), and 995 (SSL POP).
   C) Mac POP Clients:
      i) For retrieval (POP) In advanced settings, use Port 995, Check "Use SSL", Select APOP for authentication.
      ii) For submission (SMTP) : Set port 587 (only), Set Authentication to "Password"
    D) Outlook 2007,2010,2013 clients
       i) For retrieval (POP), Set "Require secure logon using SPA"
      ii) In "More Settings/Outgoing Server" set it to require authentication with same credentials as inbound
     iii) In "More Settings/Advanced"
         a) Turn on Encryption for the POP3, this should change the port to 995 automatically. If it does not, fix that too.
         b) Set outgoing server to 587
         c) Set TLS for the encryption type (nothing else will work here)
Once you do 2.A, 2.B, 2.D, you will THEN, finally encounter the FQDN problem.
3) So Apple and a lot of folks here in the forums resolve the FQDN problem by removing one of the restrictions:
    Remove "reject_non_fqdn_helo_hostname" from "smtpd_helo_restrictions" in your postfix main.cf file.
I have at least 2 problems with this:
   A) It removes yet another little bit of security from the setup
   B) It involves non-GUI changes to the config...which is dangerous if you use the GUI, as changes within the GUI will often result in overwrites to your changes outside the GUI. So you can easily lose this fix without being aware of it until one of your Outlook users starts screaming.
The problem is really with Outlook and Windows not sending the FQDN in the first place. So how about we force them to do that instead? It turns out not to be too hard. I found a thread somewhere that goes into this and it works. Further, the solution remains on through reboots AND also can be made part of an automated deployment of a standard config. The only gotcha is you have to edit the registry...so you have to be careful. You only need to do this ONCE though, and the two entries are easy to find.
C) Under HKEY_LOCAL_MACHINE/SYSTEM/CurrentControlSet/services/Tcpip/Parameters
       i) Set Hostname to the FQDN of your host (replace HOST with HOST.domain.com - or .net, or whatever)
      ii) Set NV Hostname to the FQDN of your host
      iii) Close Regedit and Reboot to have the changes take effect
Once you do this, the FQDN problem for Outlook users goes away.
So I am looking for suggestions to make the SMTP submission more secure. Aside from that, things are working - and I have had to make ZERO changes to config files outside of the Server GUI - a plus as far as I am concerned.

Attaching photo to mail

Is there a way (or there should be a way) to attach a photo to an email when you already have the email opened. I.E. You click on a link on a website that opens an email and you want to add a photo from the iPhone onto it without having to write down the email address, close that mail, go to Photos, click send, etc.

A photo can be selected from the iPhone's camera roll, which can be accessed from the Camera app and includes photos that were captured by the iPhone or that were saved from a recieved email or from a website, or by selecting the Photos app, which provides access to all photos transferred from your computer to your iPhone and photos available in the iPhone's camera roll.

Attach photo in Mail as a file...

Apparently I have to attach the photo, then right click and a pop up option appears and I choose 'Attach as file'... Ummm... any hints? Rain dance as well perhaps?

People get understandably confused about this. The truth is, if you're sending an image within an email, you have no control over how the other person sees it in their email program. (Unless you're sending HTML mail such as a formatted newsletter.)
The option you're talking about - which is actually the "View as Icon" option from your right-click - only changes the way that you see it as you're composing the message. It may be easier to write your message if you're not distracted by a large image in the middle of the typing area.
Best
Matt

Embedded vs Attached photos in Mail

It doesn't matter what email server I use, all of my photos embed. I need them to attach. I have a MacBook Pro with OS X 10.7.5 using Mail 5.3. Can you help?

The longer list is:
[√] use Windows-friendly attachments
Place the attachment at the very beginning of the text or at the very end of the text, or send it by itself in its own email with subject: Photo Attached (nt) ... stands for no text.
Don't let iPhoto send it, attach it manually in Mail.

Mail sends extra .txt attachment to Outlook users

I know this is an old issue, but I can't seem to fix it. When I send an email with an attachment from Mail to a Windows Outlook user, they receive my attachment plus an extra attachment titled ATTxxxxx.txt. I know about the "Windows-friendly attachment" option and I select that in the attachment dialog window. (I also tried Edit->Attachments->Always Send Windows Friendly Attachments.) I'm using plain text, not rich text. I uninstalled my add-ons (MailTags and Mail Attachments Iconizer). Any help would be appreciated.

I'm experiencing the same issue, but windows outlook users are receiving an ATTXXXX.htm file, not .txt file.
I've looked for a long time for a solution for this issue, but haven't found a way to solve it.
If you find a way to solve it, I'll appreciate if you post it.
rgds

Attaching pictures to Mail from within iPhoto

For my sister in law I am trying to find out, why she cannot attach photos to mails anymore, i.e. from within iPhoto. In iPhoto, when you select one or more photos, then click on Mail on icon list below the photos, the photos are prepared for attachment. In a pop-up window you can choose from different sizes, for example. When you click on ok, a progress bar appears. Once the process is complete nothing happens, Mail does not open. Also, there is no draft mail created in Mail. What went wrong? How do I fix it? Attaching photos by dragging them on the Mail icon in the dock works fine, though. Thanks a lot in advance.

Given that iPhoto goes through the motions of resizing etc, I would suspect the problem is at the Mail end.
Has she tried repairing permissions with Disk Utility?

In mail, my mail is saved as an outlook file by default. I want to change default to mail?

In mail, my mail is saved as an outlook file, i want it saved as a mail file? Change default, how?

Thanks, but this is what's happening:
In Mail, Contacts, Calendarts>Add Account
Add a MobileMe or Other?
If I choose MobileMe, it asks for my MobileMe account. If I enter that info, it tells me I already have that account set up, which I do.
So I clicked the Create Free Apple ID button on the same screen, below.
This goes to a New Apple ID page
I enter location and DOB
This goes to a New Apple ID page
I enter all of the information as required, then click Done
I get an error:
Cannot Create Apple ID
If you have an @me.com email address, sign in using your MobileMe password
This takes me back to where I started without a solution.

Photo attachment size in Mail

Hi
When I attach photos into a mail, they appear as actual size.
I would like all my attachment photos to appear as icons.
I can then change the size of the photos into an icon but have to change each one individually.
Is there a way to do a defult setting so that when I attach photos, they automatically go in as icons?
Cheers
Woodsie

Folks
This is not an issue, it's a feature. By this I mean it's intended behaviour. Apple have not "fixed it" because as far as they are concerned it's not broken. If you would like the behaviour changed then
1. Install Mail-Attachments-Iconizer. I see one poster mentions he had issues with it but I've used for years with none.
2. Always send your messages as Plain text: (Mail -> Preferences -> Composing). This will help with the pic arriving embedded. Though remember, the settings on the recipient's email client is the biggest factor in deciding how the email will display on their machine. Also, remember there's no reason why any other client "should" behave exactly like Eudora.
3. If you want Mail to be changed there is no point in posting here. This is a User to User forum, and Apple do not promise to read it. So, if you want more options, a new default setting or even new preferences: Contact the developers of Mail:
Mail menu -> Provide Mail Feedback
The more folk that do, the better the chance of things being changed.
Regards
TD

How do you attach photos to a Yahoo e-mail via Firefox?

I cannot find how to attach photos to e-mails to my Yahoo mail contacts via Firefox. Every attempt has failed.

There are three ways (at least) to get files from the iPhoto Window.
1. *Drag and Drop*: Drag a photo from the iPhoto Window to the desktop, there iPhoto will make a full-sized copy of the pic.
2. *File -> Export*: Select the files in the iPhoto Window and go File -> Export. The dialogue will give you various options, including altering the format, naming the files and changing the size. Again, producing a copy.
3. *Show File*: Right- (or Control-) Click on a pic and in the resulting dialogue choose 'Show File'. A Finder window will pop open with the file already selected.
To upload to MySpace or any site that does not have an iPhoto Export Plug-in the recommended way is to Select the Pic in the iPhoto Window and go File -> Export and export the pic to the desktop, then upload from there. After the upload you can trash the pic on the desktop. It's only a copy and your original is safe in iPhoto.
This is also true for emailing with Web-based services. If you're using Gmail you can use THIS
If you use Apple's Mail, Entourage, AOL or Eudora you can email from within iPhoto.
If you use a Cocoa-based Browser such as Safari, you can drag the pics from the iPhoto Window to the Attach window in the browser. Or, if you want to access the files with iPhoto not running, then create a Media Browser using Automator (takes about 10 seconds) or use THIS
Also, for 10.5 users: If you use the extended Open or Attach dialogue (with Column View) you can scroll to the bottom of the Shortcuts and find the Media browser there. Select any pic you want from there.
Regards
TD

Attaching photos to Mail then saving by Outlook users

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