by John Pembroke.
Hi Douglas
Did you solve this error.
I have a similar issues, Moodle 2.5, IIS 7.5, Fast CGI on Hyper V, MSSQL DB non virtualised. I recieved a 500 error anytime I have a process that exceeds 60 seconds. Reloading/refreshing a number of times normally allows the process to complete. Not ideal.
I cheked all settings in php.ini, fastcgi and IIS to allow for greater times than 60 seconds. I am starting to feel that it is a Hyper V issue. Have you used any particular settings on your Hyper V enviorment to assist here.