I'm having issues connecting an Outlook 2007 instance to my Exchange 2010 server.. I added my local exchange server name, I went to Outlook anywhere and filled in my OWA public DNS records, I put in msstd:smtp.mydomain.com in the use only SSL field.. I out in firstname.lastname@example.org like I always do.. And.. It keeps on coming back for me to enter in the PW again.. I tested the exact same settings on Outlook 2010 and it works just fine. Both are not domain members and remote computer.. Outlook 2010 works perfectly..