We installed the latest round of updates on our SBS 2008 box that we use to test updates with.
This is what we were greeted with when we tried to open IE:
IE Authentication Request for Companyweb
The offending update was this one:
Microsoft KB 963027: MS09-014: Cumulative security update for Internet Explorer.
Once we uninstalled the update and rebooted the server, the Companyweb site came up just fine on the SBS 2008 box. Looks like we will be declining this one on our other SBS 2008 installs until things are ironed out and the update takes properly.
Microsoft Small Business Specialists
Co-Author: SBS 2008 Blueprint Book