I appreciate the feedback. I totally agree with Faster that "getting that extra bit of speed for given conditions can make the difference between getting that last mooring buoy, prime anchoring spot or marina slip at the end of the day's sail in the crowded season." I do want to sail my boat as fast and as well as I can just for the satisfaction of it too.
I just spoke with my sailmaker, and we are going to go with a slightly higher clew on the main. The idea is that the boom end will be just above horizontal when the sail is up, and just below horizontal when supported by the TL. The sailmaker says that that will give me enough slack to keep the TL on one side of the sail in most conditions. He says that when i raise the sail it could hang up, with the top of the sail trying to go on a different side than the bottom, but he says that once I flip the TL around to one side, it should then stay there. He is now talking about a 10 inch roach.
Does this make sense to all of you "roachers?"