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I am running WINDOWS 7 and OUTLOOK 2013. I have Office 365, too.
I have followed every screen shot scrupulously and I have had Verizon take over my computer three times, with no success over the past three months since I purchased a new Dell Latitude.
When I use the "test account settings" or click next on the Pop and IMAP Acccount settings dialog, i get a SMPT error:
Send test e-mail message: 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).
Can someone PLEASE help? Could this have something to do with Office 365?
Check your security software, make sure it's not set to scan your outgoing messages. This can hold up the sending process and cause it to time out.
The following link provides step by step instructions, with screen shots. See if it helps.
Please look at your original post >> HERE for other replies to your issue.