Thanks for the thought, but no dice. I know it has to do something with resolving the exmail name to point to the ip address which is done in the hosts file. I have done this in the hosts file and it still will not allow me to setup outlook to work with exchange server. It continually asks me for a password. I provide the correct password, but then it turns into a viscious circle of prompts. I like using Vista Ultimate 64 and I hope I don't have to revert to installing virtual PC just so I can use Outlook. Not too mention our IT director has no clue on how to fix my issue. Ideally, updating Exchange would most likely resolve this issue. But I don't forsee this happening. Anyone that has experience with hosts files, or this issue, please help. I need outlook back, web mail isn't cutting it. Thanks.