11.10. IIS: WSUS (Windows Server Update Services) And HelpSpot - 500 error
If you are using Microsoft IIS and install WSUS (Windows Server Update Services), you may receive an 500 error post-installation when viewing HelpSpot. This usually says there is an issue with the web.conf file, however that is a generic error message.
If you see the Module in question in the error message is the CompressionModule, this is a known issue. (You'll have to access HelpSpot locally on a browser within the web server to see the full error message).
This issue is outlined and resolved here: http://forums.iis.net/t/1149768.aspx?500+19+Error+When+Enabling+32+bit+Application+Pool
WSUS enables a CompressionModule, which is not compatible with HelpSpot's installation. To resolve this issue, you must disable the CompressionModule. TO do so, run the following command (taken from the previous linked article) and run it in the CMD prompt. This command will not work within PowerShell:
%windir%\system32\inetsrv\appcmd.exe set config -section:system.webServer/httpCompression /-[name='xpress']