HT201342 I cannot send attachments?

I can't send attachments with my email?

Running Mac OSX 10.75 using Safari 6.02 or Firefox 18.0 or Chrome Version 24.0.1312.56
In iCloud Mail - when trying to attach a PDF / doc. or even simple txt. - I am getting the message:-
"If you are trying to attach a folder, make sure it is Zipped or compressed first then retry"
It's the same message even with a compressed and Zipped file.
I have tried quitting and rebooting but no change..

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Exhange mail on iPhone5 - Cannot send attachments, only view

I have recently switched from BB to iPhone5....As per our Corporate Exchange server policy, there is No Restriction on attachments...I was able to send the same via BB and even today my firends on Android & MS phones are able to do so....in my case after configuring my exchange credentials in the default app, I am able to send & receive mails, view & forward attachments BUT Cannot send attachments to any New Mail or Reply Mail....
Please help in the same
Thanks
Atin

When I click "Reply" or "New Message", i do not get any icon for ading an attachment.
But when I am in separate app like "Photo" or "Adobe Reader", I am able to select the file and choose sent as mail.

Cannot send attachments in Mail using .mac account, pop account is fine!

Within my Mail.app, I have 2 accounts: one is a .mac account, the other a pop account.
When I send attachments (jpg always and sometimes pdf) with the .mac account, they do not get encoded properly and my recipients cannot view them -- or they can view, say, 10% of the photo.
When I send the same attachments with the pop account, and within the same Mail.app, I do NOT have this problem.
Furthermore, if I send the attachment from my .mac webmail, I do NOT have the problem.
Does Mail.app have a problem with attachments sent via IMAP accounts?
I have tried Repairing Permissions, deleting the outbox.mbx (and emptying the trash).
Does anyone have any other suggestions? This is driving me crazy.
I am running Mail 2.0.5 on Tiger 10.4.3
Thanks a lot in advance, Neil
Long live the sunflower iMac, iBook G4 Mac OS X (10.4)

Hello Neil.
Does Mail.app have a problem with attachments sent via IMAP accounts?
None that I'm aware of.
The Mail.app uses MIME 1.0 for message/attachment encoding (which is the internet standard) for all email accounts.
Is your POP account and the SMTP server used for the account provided by your ISP used for connecting to the internet?
If so, try selecting/using your ISP's SMTP server (the same SMTP server used to send mail via your ISP's POP account) to send mail via your .Mac account as a test.

Cannot send attachments in yahoo. Only says "edit attachments" How to send attachments

when I click "attachments" button in an email, it will not let me find one in documents. Just tells me that the button is to edit attachments. Also, attachments in received email will not forward to gmail.

On Thu, 15 Jan 2009 17:06:02 +0000, TAYLORRD wrote:
> Since upgrading from WebAccess 6.5.6 to 7.0.3 we are experiencing
> problems sending attachments. Most small attachments (less than 100KB)
> will send successfully, but larger attachments will not. The compose
> Message screen never clears and the message is not sent. Clicking send
> again repeats this process.
>
> The GW Web Application is running on IIS on Windows 2000 server within
> our DMZ. The failed message attachments appear in the c:\novell\tmp
> directory. We are not using SSL.
>
> The clients are using IE6 or IE7
>
> All other WebAccess functionality is working fine (albeit a little
> slower than 6.5) and are able to open any attachments that are received.
> It sort of seems like a timeout but cannot find any relevant settings.
>
> Has anyone experienced this problem or found a solution?
If this was NetWare I would say that it sounds like a Winsock issue...
There was something about this with the March 08 release of GW7.0.3 but
it was fixed in the 7.0.3 HP1 - which of these two are you using?
HTH

Cannot send attachments with mail

All of a sudden I cannot longer send attachments using the Mail app in OS 10.8.4
Any attachment, any file, any type, using the iCloud server or my internet provider, Mediacom.
Any help?
Thanks.

This may seem a bit basic, but it has worked for me in the recent past - have you quit Mail, relaunched it and tried again? Or, if that doesn't help, try again after restarting the Mac.

Exchange 2007 OWA sends attachments Outlook connector clients cannot send attachments.

Exchange Server 2007 SP1 + Rollup ***Problem with sending email attachments from Outlook 2007***
* Inbound mail arrives in OWA and Outlook normally with and without attachments.
* OWA email to external email account with attachment goes thru successfully.
* Outlook 2007 sends to an external email address with attachments the message does not arrive at the external mailbox. The messages leave Outbox but are never delivered. The messages appear in Sent Items also.
* Outlook sends non attachment emails to external addresses successfully.
* Outlook sends email attachments to local domain accounts fine.
#1 Exchange Server on Server 2013 fully patched problem commences. Exchange Server on version less than first RTM release of Exchange 2007.
#2 Outlook profiles were changed to see if that is the problem.
#3 Upgraded Exchange to SP1 and Rollup 10(Rollup was autodownloaded by MSUpdate)
#4 Ran EXBPA nothing of any interest in the report.
--Unified Messaging not configed (Done nothing)
--SenderID (Re-enabled) I had shut all of the antispam to eliminate these.
-- Junk Store threshold not configed (No change)
Any suggestions to get Outlook clients capable of sending attachments configured.
Thx,
-Scot

Hi Scot,
Providing some information on Poison Queue:
The poison message queue is a special queue that's used to isolate messages that are determined to be harmful to the Exchange system after a transport server or service failure.
The messages may be genuinely harmful in their content and format.
Alternatively, they may be the results of a poorly written agent that has caused the Exchange server to fail when it processed the supposedly bad messages.
The poison message queue is typically empty. If the poison message queue contains no messages it doesn't appear in Queue Viewer or
Get-Queue results. The messages in the poison message queue are never automatically resumed or expired. Messages remain in the poison message queue until they're manually resumed or removed by an administrator.
According to the description above, I suspect Outlook 2007 changed the email's format when send email with attachment. The reason as below:
If the original email's (with attachment) content or format is harmful to the Exchange 2007 server, it will go to the Poison Queue when sending via OWA. However it didn't, sending via OWA is perfect. So I suspect it is an issue on the Outlook 2007
client side.
Please using Pipeline Tracing to verify whether there is something changed during transmission.
More details in the following article:
Using Pipeline Tracing to Diagnose Transport Agent Problems
http://technet.microsoft.com/en-us/library/bb125198(v=exchg.80).aspx
If it is convenient, I suggest doing following tests to narrow down this issue:
Note: Same content, same attachment, same format.
1. Please using Outlook 2010/2013 or others' Outlook clients for testing.
2. Please change to another format for testing. More details in the following article:
Change the message format to HTML, Rich Text, or plain text
http://office.microsoft.com/en-001/outlook-help/change-the-message-format-to-html-rich-text-or-plain-text-HP001232996.aspx
Thanks
Mavis
Mavis Huang
TechNet Community Support

HT5361 Cannot send attachments from word or excel

Trying to share a file as Attachment within Excel or Word I receive an error
"Cannot send attachment, make sure your E-Mail application is configured correctly"
Tried everything!

Try control - clicking on the document and chose Compress. This will create a zip file without damaging the original. See if you can attach the zip file.

New imac, I cannot send attachments via hotmail - Safari?

I have a new iMac G5 and I now I am unable to download (or is it upload?) any file/attachments onto my hotmail or yahoo accounts. On hotmail, I cannot access the browser button. On yahoo, the message reads: "browser does not support attachments." Both of their customer supports say that it is my Safari browser and that it must be optimized. I do not know how to do this and I cannot get apple support to respond nor do I see it in manual. Please help!
Also, I have tredi sendign photos via four of the big image sharing sites (webshots, snapfish, etc. ) and cannot; is this also because of a problem with my mac - incompatiblity? No error message son those sites but no progress either.

I had the same problem and here is how I fixed it.
I had traveled out of town (away from my ISP) and just now found out that when I travel away from my ISP I need to do the following:
Go to mail preferences, click on accounts, go to outgoing mail service and click on that and edit the smtp server and click on the advanced tab. Click on use custom port and put in 587. Under authentication click on password. Now this should work the mail sending when you are away from your area (mine is roadrunner).
Now, if you are home, you should do the above, but in the custom port put 25 and under authentication click on none.
This fixed my problem. Hope it helps you.

Mail Continues to Crash and Cannot send attachments

sorry to constantly be sending my issues with mail. You all have been very helpful.
Just had my daily crash of Mail, usually twice a day and also have at least 2-3 mail recipients who cannot open my photo and graphics attachments.
Heard today on Mac OS Ken, that they are working on a 10.6.3 update to Snow Leopard.
Hope they will give Mail a very, very serious upgrade so that we can use it without daily crashes and also to use all the features (attachments) that we are need. Also hope that upgrade will not require me to contact my IT/server staffs to fix.
Mail and Apple are great, but the daily crashes tests my 30 year loyalty to Apple.
yes, I have sent this to Feedback

Macman,
have you read a current thread with similar problems and followed the iinstructions you can find here?
First, run Disk Utilties and repair permissions.
Duplicate the folder yourhome/Library/Mail and set it on the desktop just as a precaution. Open System preferences and run Software updates to make your system current.
The see if you find any new clues in http://discussions.apple.com/thread.jspa?threadID=451730&tstart=0 and report any failures to suggestions that are mentioned there.

Cannot Sending attachments with GMail

I have an Ipod Touch 4th gen 32gig. I am able to send and receive e-mails from anyone with this mail program and my gmail account. However, I am not able to send e-mails with attachments. Upon sending a phot to someone, the e-mail went to my gmail Outbox and simply stayed there. In order to send it, I had to go into the outbox, click on edit and then clicked on send. Then it went. Help. I have the latest software installed 4.2.1 on my Ipod Touch and the latest ITunes software if that helps anyone.

Hi,
Welcome to Apple Discussions!
Try updating to iOS 4.3.1, which is now the latest software. If the problem persists, try restarting your iPod by holding down the home and sleep/wake buttons until the Apple logo appears.
Hope this helps!

Cannot send attachments

can not send emails with attachments. can send email without attachments.

Have you tried a small attachment? Some mail providers have limits on the size of attachments, sometimes as small as 1MB. See https://support.mozilla.org/en-US/kb/how-can-i-send-large-attachment for additional info.

I cannot send attachments with Yahoo Mail.Why? The problem just started recently

when attempting to sen any e-mail which has an attachment there is a message that I must wait until the download is complete
Neil Crane
Tel: 416.755.8336

Whuch suggestions did you try? Here are two recent threads I found:
* [/questions/977835] firefox wont dowload any attachments from yahoo mail, all other downloads work
* [/questions/978924] Can't open pdf attachment in Yahoo Mail. Worked in 25.0 not 25.0.1. Still works with IE.
Did you try [/questions/977835?page=2#answer-506091] (change settings from "Full featured" to "Basic")?
Are you accessing Yahoo Mail directly from https://mail.yahoo.com/ instead of through a bookmark? Edit: I see philipp already suggested this and linked to yet another thread, [/questions/971042]

Cannot send some attachments or pictures red circle with line (FIXED)

After three weeks working with support on an escalated ticket to find the resolution on some obscure site relating to something not specifically "Blackberry" I figured I should share.
Problem:
Cannot send attachments larger than... Not sure of specifics but well bellow our Exchange Max settings.
Cannot send pictures as attachments. or forward some emails with embeded images
Both cases would result in a red circle with a horizontal bar.
Our environment:
Exchange 2010
IIS 6.0
Blackberry (All up to date) devices connected to BDS
After 3 weeks of sending logs and trying settings here is what I found on the internet:
http://forums.iis.net/t/1169257.aspx
http://tmoaikel.wordpress.com/2011/10/14/http-413-request-entity-too-large-in-iis-6-and-7/
http://www.iis.net/configreference/system.webserver/serverruntime
I will let you read the above but essentially the data BDS is trying to push through IIS is too large for the cache (from what I can tell). Finally here are the changes I made to our IIS applicationhost.config file (copy paste to the bottom bellow the last tag). I am certain the number is still very high but I want to make sure there is no more issues. I have enough users wanting to jump ship already, I don't want more.
<location path="Default Web Site" overrideMode="Allow">
<system.webServer>
<asp />
<serverRuntime uploadReadAheadSize=" 52428800" />
</system.webServer>
</location>

I don't 100% know because we run all roles on one Exchange server.
I referred to Exchange server in my previous post presuming you were running the CAS role on the Exchange server. If you have that running on another server, I would change it on there as well.
Again, I can't see it doing any harm even if it isn't required!

Attachment size - Mail cannot send email attachments over 1.5Mb

Had this issue with Mac mail for well over a year now.
Mac Mail, connected to Exchange server.
Mac Mail cannot send attachments over about 1.5Mb. This does fluctuate, sometimes its as low as 600Kb.
It seems to be related to the internet speed you have, Slower internet connections and attachment size you are able to send goes down, faster speed and it allows bigger attachments to be sent.
Im assuming its some kind of time out issue.
With Windows and Outlook on the same internet connection = NO PROBLEM AT ALL!
This means its not an exchange only problem, its specific to mail and exchange.
I have several friends all switched over to Apple in the last 2 years and ALL having the same issues and despite logging several calls with Apple and trying everything they have suggested still no fix.
I have searched around and it seems lots of people are having similar issues all with no resolution to this.
Please can someone suggest anything new that might resolve this, im happy to try anything!

@Brooksymj
We had a similar problem - but we had one Mac which had been migrated from and old G5 Tiger to a new Intel iMac Snow Leopard and no problems existed (all size attachments send), so we checked out what was different about that machine's mail.plist preferences. We spotted some obvious ones that didn't exist on a clean install of Snow Leopard, so added them, which worked for us, as follows...
1/ get Pref Setter (www.nightproductions.net/prefsetter.html)
2/ quit Mail and launch Pref Setter
3/ find com.apple.mail and double-click it
4/ click once on any one of the entries without an expansion triangle
5/ click on Actions and select Add New Array
6/ call the new array DeliveryAccounts (no space)
7/ with DeliveryAccounts highlighted, click Actions and select Add New Dictionary
8/ leave the default name of Item 1
9/ with Item 1 highlighted, click Actions and select Add New Key
10/ call the new key MaxMessageBytes (no spaces)
11/ change MaxMessageBytes class to Integer
12/ set the value to the maximum individual message size permited by your exchange server
(ours is 50MB = 52428800)
This also worked on my mbp with Lion.
Hope this works for you!
Ian

Exchange 2003 users are unable to send attachments larger then 8 MB to Exchange 2010 users on the same LAN

I am migrating from Exchange 2003 to Exchange 2010.
Users who are still on Exchange 2003 cannot send attachments any larger than around 8MB to Exchange 2010 users on the same LAN.
Users on Exchange 2010 can send large attachments to fellow Exchange 2010 users without issue.
I do not have any quota restrictions on Exchange 2010.
Had a look at the Exchange 2003 Connector but could not see any reference to attachement restrictions.
Has anyone come across this?

Here is a note of the NDR:-
Your message did not reach some or all of the intended recipients.
Subject:
The following recipient(s) cannot be reached:
Tracey xxxxxx on 01/12/2014 13:27
This message is larger than the current system limit or the recipient's mailbox is full.
Create a shorter message body or remove attachments and try sending it again.
<mail.xxxxxxxxx.com #5.2.3 smtp;450 5.2.3 Msg Size greater than allowed by Remote Host>

HT201342 I cannot send attachments?

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