If you are in an Small Business Server 2008 environment and not yet using Exchange 2007 Rollup 9 you can also install SP2 for Exchange 2007 with the aid of the Installation Tool, available here: EN-US 974271 Autodiscover There was an issue with repeated password prompts that was resolved by installing Rollup 9 for Exchange 2007 SP1, however I would recommend that you should now be using Exchange 2007 SP2 since it has been around since August 2009: There are a few reasons why this would happen and I will try to cover the most common ones here. There have been a lot of questions recently regarding Outlook prompting for a username and password whilst using Exchange 2007. and remove certificate popups and warning messages.
Need a commercial SSL certificate for your Exchange or Small Business Server.
