I am using outlook 2003 and the Outlook connector for my hotmail email acount. Ever since the need for using the Outlook connector with hotmail (September 2009?) I have more often than not received the SSL error message whenever utilising Hotmail/Live for sending emails. It usually goes through sooner or later, but I am amazed that after a year, I am yet to encounter a fix - or even an acknowledgement from MS that their changes caused the problem in the first place. I have tried all the solutions I have encountered on the net, but haven't found a lasting solution yet - HELP!!!
My OS is Vista Ultimate Version 6.0.6002 SP2 Build 6002, Outlook is 2003 (11.8325.8324) SP3 and Connector Version 12.0.6423.1000
I am currently using incoming port 995 and outgoing port 587, SSL ticked for incoming (pop3.live.com) and outgoing (smtp.live.com) servers. Test Account Settings is working perfectly?