Thanks guys, I knew I could count on you all for some input. My idea is to make a pair of CS 17 masts and order sails from Graham to answer the first question. That is if the transformation can be proven to be feasible. I will still pursue building a CS 17 in the future and having the driving force already secured would give me a small leg up.
I have an attachment to this Wayfarer (#8019, "Loon"), even have a signed copy of Frank Dye's book, "Ocean Crossing Wayfarer", so I don't want to attempt this w/o seriously proving it out first. Two of my concerns have been voiced already, that is confirming that the CS 17 masts/sails will provide a balanced helm, and of course, that the structural soundness can be had. This determination is way out of my realm of knowledge, so it will probably be some fun learning about all the intricacies involved.
I bought Loon from Ron Mueller (now Wayland Marine) who used to offer Wayfarer kits when he was living in Arvada, Colorado. This particular hull was built by he and a friend of his, was for sale, and needed some TLC. It was the late 80's, I was living in Goshen, Indiana at the time, drove to Arvada in January on the promise of our local weatherman that I had a "window of opportunity", but ended up towing her home in a full Midwest Blizzard. If my memory serves me, Ron included the construction binder and some plans with her which I will now have to locate. I do some CAD work for a couple small architectural millwork firms in my area that are too small to employ a full time draftsman, so have my own seat of AutoCad. I will attempt to use that and Graham's plans to get the lay of the CS 17 rig drawn and then if I can find the Wayfarer items, draw them and see how they stack up. Lacking them, I'll just have to measure Loon and go from there. This will be a start in any event!