I have read pretty much EVERY blog post, article and help document published regarding this problem and they have not helped. The most common suggestions are:
Internet Explorer -> Tools Menu -> Internet Options -> Advanced -> Show Friendly Error Messages (make sure this is NOT ticked)
IIS -> Home Directory tab -> Configuration... -> Debugging tab -> Send Detailed ASP Error message to the client (make sure this is selected)
Neither of these work and I have a feeling it has to do with Plesks management of IIS. Is there ANY way to see what these Internal Server Errors are? Even if it means browsing around the server for log files?