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Vtwin's avatar
Vtwin
New Contributor
8 years ago

Cannot send email via Outlook - Constantly asks for password to send

I have 5 email accounts I use for various segregated purposes. I use Microsoft Outlook with IMAP/SMTP to retrieve/send mail.

All my accounts are set up exactly the same way (with the exception of the username/password, obviously.) 3 pics below show my settings, which match what is indicated in the https://www.cox.com/residential/support/imap-server-settings.html document.

My problem: All accounts receive email. However, only 1 of my 5 accounts will *send* email (despite all having identical settings). The other 4, when they attempt to send, go into a repetitive loop prompting me to type in my password. If I retype my password, I'm simply prompted again to type in my password. And yes, I am using the correct password, obviously, because I receive my email fine. Pic 4 below shows what happens on one of those 4 accounts if I attempt to "Test" my settings in outlook - I end up in the same password prompt sequence.

The only way I can send/reply-to email on those 4 accounts is to use the webmail interface, which is a major PITFA.

Does anyone have a clue as to what is going on? Anyone else experience similar problems? This has been going on for several weeks now. At first I thought it may be related to the new webmail interface, so I waiting for a while to see if the problem would go away (it hasn't.). I even tried logging to the support portal and changed the password on all my accounts to another password -- same problem.


  • keg55's avatar
    keg55
    New Contributor

    Unfortunately, none of the Cox communications (email or the link you provided) mentions changing the account's password after the server port changes.

    One of my family members has been having issues with Windows XP and Outlook 2003 where her email SEND or RECEIVE keeps asking for her password. Then, after the Security Settings effective 1/25/18, she kept getting this prompt and an Internet Security yes/no prompt for the server that was being used (smtp.cox.net). Sometimes her email would send and receive and sometimes they didn't. I changed her password on her account (used the same password) and will see if this fixes her password prompt, Internet Security prompt and issues with Send/Receive.

    Her email server settings are:

    pop.cox.net - port 995 SSL enabled

    smtp.cox.net - port 587 SSL enabled (tried 465 with SSL but kept getting errors)

  • Hi Keg55,

    Sometimes resetting the password on cox.com and storing the new password in Outlook (or your email software of choice) will fix the issue with the user name and password pop-up box. It really depends on what is causing the problem. Also, there are instances when the password must be reset to something brand new; something that has not previously been used as a password.