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I have 5 pop cox accounts in Outlook. About 10 times a day it will ask me for the log/pass. It's always the same....for whatever reason Outlook is timing out or cox is not getting my credentials. Sometimes O will ask for only 1 and sometimes it will ask for 4 in a row.
It's been going on for months.
Could be a registry problem with Outlook. To make sure its not a issue with the server, maybe try Thunderbird, or some other email client and see if the problem persists.
Also, do you use IMAP or POP3 for the email type?
Last, what version of Outlook do you have?