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I just read this forum post from unhappy customers with the same problem I'm having, so I know I'm not going to get any help from Cox here...
Apparently you're happy to promise that your web mail works with Windows Live, but when it doesn't, oh well. I can get Windows Live to receive mail, but it won't send. I get the same kind of error messages everyone else reports.
I followed these instructions for setting up the email client:
I also followed these different instructions:
I also tried the Default settings in Windows Live. Nothing.
I used "chat" for help. No help. I called Tech Support. After the lady checked my settings and it still didn't work, she directed me to Super-Duper Tech Support. After waiting on hold for however long, Super-Duper Tech Support said they wouldn't help me, because apparently Super-Duper Tech Support is a paid service. I did the requisite screaming, but the guy still told me to call me local tech support in the morning to complain, then gave me a "local" number that isn't even in my state.
Dear Cox: F*CKING FIX THIS!
I'm seeing a few things in your post that could be problems. First of all, the server is smtp.cox.net, not smtp.coxmail.com. Also the test message that's trying to send was apparently sent while Windows Live Mail was configured to use a Comcast connection. Once you're sure the settings have been corrected be sure to delete any items that may be in the outbox and try again.