Sometimes I get this error when sending and sometimes I do not. Sometimes Outlook returns the error; then trys again with success. It is more likely to happen with attachments larger than 1 meg than with small messages. The strange thing is that I can click the "test account settings" in the Email set up dialog at anytime and and it always works.
Even when Outlook sends messages with no errors; the sending is slow.
For various reasons I want to use pop3 and smtp instead of the connector. No problems with pop3.
Settings are server = smtp.live.com; outgoing server requires authentication; smtp port = 587; This server requires an encrypted connection box is checked; timeout is set to two minutes. Can't use port 25 since my ISP blocks that port.
I never had this issue with hotmail. I went over to outlook.com late last year and never had this problem until outlook.com came out of beta.