This dialog box has always annoyed me.
This is the Microsoft error reporting process. A program crashes (in this case, Entourage) and it asks if you’d like to send an error report to Microsoft.
But it doesn’t ask you to comment on the crash at all. You don’t have any opportunity to explain when the crash happened or what circumstances may have encouraged it (editing a search folder or something).
Maybe that’s included in the error report, but I don’t know.