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Helpful answers
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Sep 2, 2014 8:54 AM in response to JJ23by Jason L,Hi JJ23,
Welcome to Apple Support Communities.
It sounds like there is an issue sending emails from Mail on your MacBook. The article linked below provides a lot go general information that may help resolve this issue.
iCloud: Troubleshooting iCloud Mail
http://support.apple.com/kb/TS4002
If you can't send mail in OS X Mail
If you receive this alert or a similar alert when sending a message from your iCloud email address in OS X Mail:
“This message could not be delivered and will remain in your Outbox until it can be delivered. The reason for the failure is: An error occurred while delivering this message via the smtp server: server name.”
- In OS X Mail, choose Preferences from the Mail menu.
- Click Accounts in the Preferences window.
- Select your iCloud account from the list of accounts.
- Click the Account Information tab.
- Choose your iCloud account from the Outgoing Mail Server (SMTP) pop-up menu. Example: “Derrick Parker (iCloud)”.
Note: The Outgoing Mail Server (SMTP) menu also includes an Edit SMTP Server List command. If you choose this command, be aware that the iCloud SMTP server won't be among the servers that can be edited. This is normal.
If you can receive messages but not send messages
Your Internet Service Provider (ISP) may be blocking the protocol used to send email (SMTP) across their network. Contact your ISP and ask about SMTP traffic that crosses their network to an external service such as iCloud. If your ISP has a policy of blocking SMTP traffic, ask them how you can be made exempt from SMTP blocking.
If your ISP is not blocking SMTP traffic and you're still unable to send messages, contact iCloud Support for help.
I hope this helps.
-Jason
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Sep 2, 2014 9:03 AM in response to JJ23by Lexiepex,I had the same problem: in Mail->Preferences->Accounts I clicked the iCloud email account, then at right, I clicked at the Outgoing Mail Server, and then in the smtp server field next I choose the two little arrows and there I choose "edit SMTP Server list", in that list I deleted the iCloud entry with the minus sign. Then I saved the changes and restarted Mail. After that there was automatically generated an SMTP Server. and the Mail send worked.
