First question is are you running under a VPN? If so, you may want to exclude outlook.exe from the VPN. PIA has a split tunnel window that allows you to bypass the VPN for a specified application. If you're not running a VPN, I would suggest going into Outlook and removing your Cox email account, then add it back. It's a pain because you lose a lot of setup, like junk sender lists. But I have recently (last few weeks) had to do just that in order to get my Outlook to send/receive using my Cox account. I did NOT have to change any of the server connection settings, but you might verify them against what Cox provides just to be sure. Hope this helps!