TS3276 Hotmail on Mac Mail not sending attachments

I have my hotmail account set up with Mac Mail. I can send & receive emails without any problems, however as soon as I attach anything (small or large) it will not send. The same attachments will send fine if I log onto Hotmail through Safari/chrome. This has only been happening in the last week or so.
What do I need to do?

Please follow these directions to delete the Mail "sandbox" folder.
Back up all data.
Triple-click anywhere in the line below on this page to select it:
~/Library/Containers/com.apple.mail
Right-click or control-click the highlighted line and select
Services ▹ Reveal
from the contextual menu.* A Finder window should open with a folder named "com.apple.mail" selected. If it does, move the selected folder — not just its contents — to the Desktop. Leave the Finder window open for now.
Log out and log back in. Launch Mail and test. If the problem is resolved, you may have to recreate some of your Mail settings. You can then delete the folder you moved and close the Finder window. If you still have the problem, quit Mail again and put the folder back where it was, overwriting the one that may have been created in its place. Post your results.
Caution: If you change any of the contents of the sandbox, but leave the folder itself in place, Mail may crash or not launch at all. Deleting the whole sandbox will cause it to be rebuilt automatically.
*If you don't see the contextual menu item, copy the selected text to the Clipboard (command-C). In the Finder, select
Go ▹ Go to Folder...
from the menu bar, paste into the box that opens (command-V). You won't see what you pasted because a line break is included. Press return.

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Since moving to iCloud my mail not sending attachments any answers?

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Mail not sending attachments

On behalf of a friend who I usually do phone support for when he has a problem.
This problem has stumped me!
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Mac OSX 10.6.8
He has mail set to access Gmail (IMAP) and it works fine when sending a normal email, however, when sending an attachment, the activity monitor, goes halfway and then the reate drops off and the mesage about cannot be sent from this outgoing server is displayed. - mesage goes to outbox. - Open that message back up, delete the attachment and send, it goes no problems.
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Thanks Gerry
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.mac mail not sending

I'm receiving mail fine. I haven't adjusted any settings but since around 12pm today mail has stopped sending my emails. They're just sitting in the outbox. Have also tried sending from my gmail account but that does exactly the same thing – just sits in the outbox and the sent folder has a continuously spinning wheel next to it.
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Ben,
Again not working, but With Mail on my G4 running Tiger, sending via the smtp.mac.com and that account is working.
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What indicates you cannot send attachments? Any errormessages?
Here is what I discovered:
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Nov 29 08:13:48 Server postfix/smtpd[17690]: timeout after DATA from pbo....
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Sure wish Apple fixes this problem soon!!!
Message was edited by: Adam van Gaalen
Message was edited by: Adam van Gaalen

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TS3276 Hotmail on Mac Mail not sending attachments

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