MobileMe: Errors sending messages in Entourage

Symptoms

This alert message may appear when sending a message from your me.com or mac.com account in Entourage in Mac OS X:

"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: [your-configured-server]".

Resolution

1. Open Entourage.
2. From the Tools menu, choose Accounts.
3. Click the Mail tab.
4. Double-click the affected account.
5. Click the Account Settings tab and verify that the outgoing (SMTP) server is: smtp.me.com (for either me.com or mac.com addresses)
6. Click "Click here for advanced sending options."
7. Verify the following settings:
   1. Enable "SMTP service requires secure connection (SSL)"
   2. Enable "Override default SMTP port:" and enter 587
   3. Enable "SMTP server requires authentication" and choose "Log on using"
   4. For Account ID, enter your MobileMe member name (without  "@me.com" or "@mac.com")
   5. For Password, enter your MobileMe password
8. Click the small close box in the upper-left corner of the window, then click OK.
9. Close the Accounts window.

If you still need help resolving this issue, please fill out the form at http://www.apple.com/support/mobileme/ww.

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