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You receive the "The operation timed out waiting for a response from the sending (SMTP) server" error message when you use a POP3 account and SSL to send SMTP e-mail in Outlook
Article ID: 315049 - View products that this article applies to.
This article was previously published under Q315049
If you send a Simple Mail Transfer Protocol (SMTP) e-mail message by using Secure Sockets Layer (SSL) and a Post Office Protocol version 3 (POP3) account, you may receive the following error message:
The message remains in the Outbox.
'Sending and Receiving' reported error (0x8004210B):
The operation timed out waiting for a response from the sending (SMTP) server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).
To resolve this behavior, remove and then re-create the e-mail account. Follow these steps:
(http://support.microsoft.com/kb/287532/ )How to Configure Internet E-mail Accounts
For additional information about resolving this error message, click the following article number to view the article in the Microsoft Knowledge Base:
(http://support.microsoft.com/kb/304008/ )OL2002: Cannot Send SMTP Mail Messages by Using a PO304008 Account and SSL