Can't send email attachments since upgrade to 10.9.2.

After upgrading to 10.9.2, I can no longer add email attachments (PDF, .ai, .eps, etc.). When I do I get a reply mail from Postmaster (Using Outlook) that says "Undeliverable Mail" due to being in MIME format. I have NO idea what this means, but I had NO issues ever before Tuesday.
This message is in MIME format. Since your mail reader does not understand
this format, some or all of this message may not be legible.

MacKeeper may well be the root cause of your issues, remove it completely, reboot and try again.

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I can't send emails out since installation of DSL - help??

I use Entourage for my email program. Until 5 days ago, I had dial-up with Netzero.
Finally got DSL through my local phone company (Qwest*). Installed the modem - everything working fine, can get to the internet, can receive emails, but can't send out. (*I did not get email with the DSL, so I'm still using Netzero account).
I can go to Netzero's page and send from there, but can no longer send from Entourage. The Netzero techs are useless. Qwest tells me it's them, they tell me it's Qwest.
I've tried everything I can think of. Anyone have any ideas? I looked at other posts, but it's too overwhelming - I have no idea what putting 25 or 587 in my server port means, as I saw here, and as Netzero suggested. Where the heck is my server port.
Hope someone can help me.

Thanks - tried it, doesn't work, but got a new error message "Relaying denied" error 5553 -
Here are the steps Netzero had me go through:
1. Open Microsoft Entourage in your Microsoft Office X folder.
2. From the "Tools" menu, select "Accounts."
3. In the "Accounts" window, select the NetZero account.
4. Click on "Delete".
To configure Entourage for OS X to get NetZero email:
1. Open Microsoft Entourage in your Microsoft Office X folder.
2. From the "Tools" menu, select "Accounts."
3. In the "Accounts" window, click "New."
4. The "Account Setup Assistant" will appear. Type your name in the box and click the right-arrow to proceed.
5. On the "Email Address" screen, click the button next to "I already have an email address that I'd like to use" and enter your full NetZero email address (including the @netzero.net). Click the right-arrow to proceed.
6. On the "Mail Servers" screen, make sure the dropdown menu next to "My incoming mail server is a(n)" is set to "POP server."
7. Under "Incoming mail server," type pop.netzero.net
8. Under "Outgoing (SMTP) mail server," type authsmtp.netzero.net
9. Check the box next to My server requires authentication. In the Account name text box, type your email address with @netzero.com
NOTE: You must be logged on to NetZero in order to successfully send NetZero mail.
10. Click the right-arrow to proceed.
11. On the "Account ID and Password" screen, enter your full email address (such as [email protected]) next to "Account ID."
12. If you want to enter your password now so you don't have to enter it every time you check your email, you can do so in the box next to "Password." Make sure the box next to "Save password in my Mac OS keychain" is checked.
13. Click the right-arrow to proceed.
14. You will see a "Congratulations" screen. Enter a name for your new account (such as "NetZero Email Account") and click "Finish."
Note: Due to limits placed on mailboxes, you must complete the following steps to prevent your mail from being blocked or deleted.
1. From the "Tools" menu, select "Accounts."
2. Select the "Mail" tab and double-click your newly created NetZero account
3. Click the "Options" tab.
4. Under the "Server" section, ensure that the "Leave a copy of messages on the server" box is unchecked.
5. Click "OK" to save.
You may have to use an outgoing mail server that is
compatible with your internet service provider. I
think it may be "pop.dnvr.qwest.net"for Qwest,
without the quotation marks. Try using this outgoing
server and let us know what happens.

I can't send group iMessages since upgrading to iOS 7.0.6

Pretty much as it says in the title, I upgraded my software a couple of nights ago and now I can't send group iMessages. I can send iMessages to individuals still just not in groups.

Thanks for the reply. Found out it was a problem at the end of one of the recipients in the group text as it was blocking messages from my number even though he hadn't blocked it. To get round it he deleted my number an put it in his phone again, had no problems since

Can't find email attachments after upgrading my ipad to IOS 7.1

I use my ipad onstage for song lyrics and set order. I compose and edit the song lyric sheets in Word on my PC, email the files to myself as attachments, and open them in Word on my ipad. Until this morning, I had no problem doing this. After I upgraded to IOS 7.1 this morning, my emails on my ipad (latest version) all have the attachment paperclip greyed out. Does anyone know what setting to adjust so I can access them again??

Have you tried restarting or resetting your iPad?
Restart: Press On/Off button until the Slide to Power Off slider appears, select Slide to Power Off and, after It shuts down, press the On/Off button until the Apple logo appears.
Reset: Press the Home and On/Off buttons at the same time and hold them until the Apple logo appears (about 10 seconds).
No data will be lost.

Messages app can't send pictures/attachments after upgrading to Mavericks.

Finally got my phone and all address working for sending and recieving messages, but attchments of any kind fail to send or receive. Any help is appreciated!

Boot into Recovery. When the OS X Utilities screen appears, select
Utilities ▹ Terminal
from the menu bar. A Terminal window will open.
In the Terminal window, type this:
res
Press the tab key. The partial command you typed will automatically be completed to this:
resetpassword
Press return. A Reset Password window will open. You’re not going to reset a password.
Select your boot volume ("Macintosh HD," unless you gave it a different name) if not already selected.
Select your username from the menu labeled Select the user account if not already selected.
Under Reset Home Directory Permissions and ACLs, click the Reset button.
Select
 ▹ Restart
from the menu bar.

Trouble sending email attachments or using photo mail

Hi. I have Elements 6.0 and I'm using a HP computer with Vista. Starting about three days ago (for sure that I know of), I have not been able to send pictures by email attachment or photo mail in SHARE. I have been able to send pictures without problems in the past. When I "send" the pictures, everything looks fine (counting down of pictures sent displays and disappears as usual). When I pull down "find" and then "by history" and then "emailed to", its says my emails have been sent and how many pictures I have sent.
So, that is my question. What has happened that I can't send email attachments anymore and how can I fix it?
Thank you for any help or suggestions!
Laura

Well I had a brief moment of elation this am. All 26 of the test images I mailed to myself showed up in my mail box and my husbands. Thought it was all fixed. Tried to mail another and so far have not received it. Is it possible that the speed of delivery is REALLY slow? There has always been an inordinate lag time in receipt; about 7 to 10 minutes. But 3 days seems a little ridiculous. In the mean time I registered for the free adobe photoshop. It is bare bones, really easy, and it works. Their email does not have imbedded photos, but it does work. Just go to photoshop.com.

Ever since i upgraded my os to lion, my quickbooks can not send emails to my draft folder in mail. help!

ever since i upgraded my os to lion, my quickbooks can not send emails to my draft folder in mail. help!

Snow Leopard breaks quite a few drivers - my Canon exhibited the same problem.
I eventually found updated drivers on the Canon website. You can try that with the HP, but if the all-in-one is more than a year or so old, don't hold your breath.
You can also try Software Update to see if it will offer new drivers, or failing that go to the Support Downloads site and search for HP updates.
In fact there's a new one for HP at the top of the list just now.
You may not necessarily want the latest one, though - check the specs to see if your model is covered; if not, search for the previous update etc.

Can't send attachments, can barely send emails at times since updated OS.

Mac's Mail app. 2.1 will not send attachments anymore (on or about the time I updated 3 of my copmuters to OS X 10.4.7. At times I can barely send emails, especially if they have more than a few lines of content! I can, however, receive email. My ISP, Adelphia, in Los Angeles, says everything's fine on their end and it's the Mail application. This is ridiculous. It started a week ago, then stopped doing it, and now it's totally worthless again. I've read numerous accounts of this in the discussions, but every "solution" seems needlessly complex. Can anyone help?
Power Mac G4 Mac OS X (10.4.7)

Hi Freder,
That's interesting...
Possibility: Some mail or account setting or preference file is corrupted
Make a new user account (System Preferences > Accounts; click the lock icon to authenticate, then the "+" icon). Log out of your account (under the Apple menu) and log into the new account. Run Mail and set up the Adelphia account. Can you send from here? To avoid confusion, don't receive mail in the new account -- look at Mail > Preferences > General and the check for new mail option to prevent an automatic receive.
Possibility: There's something else going on on your system
While sending a large message you know will fail, watch your system with Activity Monitor (in Applications/Utilities). Be sure the popup at top says All Processes, then click the % CPU column to show heavy CPU users. What is using your system? How much CPU is used? How much free disk space and free RAM is there? (The latter two items are under the Disk Usage and System Memory tabs at the bottom.)
Possibility: the connection to Adelphia is a problem
Web browsing is OK? You say that web mail works fine. Would you notice a drop out of your network connection for, say, five seconds while browsing the web? That's long enough to interrupt mail but short enough that you might just put it down to a slow page load. Watch network activity in Activity Monitor, the Network tab at the bottom. Does it drop to zero for a while before Mail fails?
If you can try the suggestions and answer the questions, I think we'll whittle this down enough to propose a solution.
John

I can't send emails from Mail. I have three different accounts set up and have the same problem with all. The mail just sits in my outbox. All worked fine until Yosemite upgrade. Recent update has not fixed problem.

I can't send emails from Mail. I have three different accounts set up and have the same problem with all. The mail just sits in my outbox. All worked fine until Yosemite upgrade. Recent update has not fixed problem.

I have been experiencing the same problem. My mail app won't even open on my Late 2011 Macbook Pro. It will show as open, but the app will never actually show up.

How can one send email-sized photo files as attachments in Mail, without the photos appearing within the email?s

How can one send email-sized photo files as attachments in Apple Mail, without the photos appearing in the body of the email? If it can be done, it's not at all obvious, at least not to me. Thanks for any help you can provide.

The "View as icon" option shrinks the photo to an icon in the sender's Apple Mail, but how it appears to the recipient varies dependingy on what e-mail client he/she uses.
Using Apple Mail 5.0 (the Lion version) at both ends, the sender can use the "View as icon" option to shrink his view of the photo to an icon, but the recipient also using Apple Mail 5.0 still sees the full photo in line with the message text. The recipient can then use the "View as icon" option to shrink it to an icon, but I don't think that's not what jackofarabia is looking for.
As far as I know there is no way in the current Apple Mail to do what jackofarabia wants. There should be, but there isn't.

Since updating my macbook air with OS X mavericks i can't send emails smtp account failed my email host is 123reg

since updating my macbook air with OS X mavericks i can't send emails smtp account failed my email host is 123reg any ideas how to sort it out?

I am having the same issue with Media Temple Email.
My problem in more detail is:
Adding my Media Temple Hosted domain email to a desktop service on my Macbook Air.
I have tried this on both Mac Mail and Thunderbird.
I add the account manually and have checked, double checked, triple checked the server addresss and also the user name and password and they are correct.
I have altered the ports from being default to custom and have tried both SSL and non SSL and still it is unable to connect to the SMTP server.
IMAP inbox is working as I recieve mails but can not send them.
I have chatted to Media Temple and they say it must be something to do with the hardware of the MacBook Air which to start with I disagreed with but I have since tried adding the email to my Mac Mini and it works fine.
I am assuming their is an issue in the MacBook Air with the SMTP ports and I would really appreciate some advice on how to fix this as I don't want to use Webmail for ever.
Thanks in Advance

Can't send email on iPad mini since updating to iOS7.

I can't send email on my iPad Mini since updating to iOS7. My user name and passwword are rejected althought they are correct.

Hi bernicegladwyne,
Thanks for visiting Apple Support Communities.
If you're not able to send mail from your iPad mini, the steps in our Mail troubleshooting article can help:
iOS: Troubleshooting Mail
http://support.apple.com/kb/ts3899
Regards,
Jeremy

Since I installed IOS7, I can't send emails, but I can receive them. How can I sort this out?

Since I installed IOS7, I can't send emails any longer, but I can receive them. How can I sort this out?

See here: https://discussions.apple.com/message/19748463#19748463

Since last update, i can't send emails!

since I updated my iphone 4 last week, i can't send email with only one special email-adress. My provider says, this a problem to apple and the update...can anybody help?

Hi hexie66,
Do you get any error message when you try to send an e-mail? Also are you able to still recieve e-mails on this e-mail account and how are you connecting to the e-mail server (WiFi or Cellular Data)?
If it's the sending only I would check that you have the correct SMTP servers listed and that they are turned on (if you're trying to send E-Mails over your carrier network for example you will need their SMTP server listed and turned on, the update might have turned them off for some reason).
This link will detail how to check the SMTP servers and hopefully resolve the issue: http://support.apple.com/kb/ts1426
Hope it helps.

Can't send large attachments

I recently upgraded to Mac OS 10.5.1 (Leopard) and a couple of weeks ago to Entourage (Office for Mac 2008).
I can connect, surf the web, and receive emails with large attachments as usual.
I've been very happy with Entourage for years. But now using Entourage (or even Mail, or Thunderbird), I can't send emails with attached files over 200k or so. My connection times out and I get either of the following error messages:
"The connection was terminated by the remote site. Please try again."
OR
"Operation on the server timed out. The server may be down, overloaded, or there may be too much net traffic."
My ISP checks everything out as okay on their end. I uninstalled my Firewall and AntiVirus programs. I changed the smtp port to 587 - check "SMTP requires authenication..." - deleted and created a new account to manually and carefully input my settings. Tried all the tips from the Entourage Help Page, MacFixIt, Mac Owners Support Group, MacTopia, Microsoft Office Support, etc. etc. I'm at my wits end!
I'm a graphic designer who regularly sends small and large pdf (500k - 2 MB) files to clients. At this point I'm sending clients large files via Gmail - which is slow sending and slow getting to clients compared to what I'm used to with my previous Entourage. This is getting in the way of my work.
I'd really appreciate any help anyone can give me.
Thanks,
pjfiona

PJ Fiona wrote:
"Operation on the server timed out. The server may be down, overloaded, or there may be too much net traffic."
I have a similar problem in that I have recently switched Internet service providers here in the U.K. from Demon to TalkTalk. Since doing so I can't send mail from the TalkTalk account but I can receive mail into it.
The annoying thing is that everything worked fine on my wife's Windows PC when I set her new account up.
TalkTalk have suggested that I need to change the MTU on my Mac from 1500 (which they say is the Mac's default setting) to 1432. On searching Mac Help it explains how to do this in Tiger using an Ethernet connection but for Leopard using Airport it states to go into Mail Help and follow the instructions - not very helpful because there aren't any.
Does anyone know how I can adjust the MTU to 1432? TalkTalk did mention something about using a SUDO Command but didn't know the actual command to use and suggested that I contact Apple support.
Thought I would try you knowledgeable people first in the hope that someone can help.
Thanks, Mike

Can't send email attachments since upgrade to 10.9.2.

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