Well the version I'm interested in would be using the Gen II heads on a Gen II block such that the trapizoide block holes would need to become the return for/to the radiator. That would allow a belt driven w/p but now I think it would be easier to just use an electric w/p in a Gen II housing and install a electric fan for cooling airflow. I think you covered it well enough in your conversion for me to see this now.
I still would like to know which areas of a double roller are contacting the timing cover? I planned to use a DR even more so now that your Clyotes failed. I've seen some pics of a double roller on a Gen II block before and after the cover was installed so I would like to know more.