Thanks for the ideas. I'm looking for the hardware to attach to that top rail. With the 5 foot mast, the top pulley will be a foot above my hardtop. I think I would try a power reel on my hardtop rail if this doesn't work. I'd like to avoid the front mast as I really don't ever want to go up front to fix a problem when it is sloppy weather.
I borrowed a friends manual reel and attached it to the top rail near the back of the rail (towards the stern). Then I ran a 150 feet of planer line out with one of my boards. The boards ran at about a 60 degree angle to the boat at 3 mpg. It was quite easy to grab the line and attach clips. I thnk with this even taller mast should run about same angle, but I may have to use a hook to grab the line.