Presumably the torsion line tension will need to be quite high, especially if the new sail's luff will be attached, like a genoa's. From the photos of Rascal, it looks like rigging a bobstay might be worthwhile - her bowsprit is clearly bent. I've considered doing that for my non-furling asymmetric, using Dyneema down to the fixed eye on the stem.
On the sheeting angle, I fitted blocks to the stanchions (the forward pair) for barber haulers on the jib, which otherwise doesn't set well as the sheet is eased. They worked but they effectively replaced the jib sheets, which contributed nothing and went slack. I didn't think the blocks I'd used, clamped to the stanchions, should be taking that much (upward) load. However, Sea Wyche has fittings on the side decks for a fixed A-frame for mast lowering and they turned out to be just in the right place for fixing the blocks. So instead of barber-hauling the jib sheets, I effectively just have a second pair of sheets through those blocks for use off the wind.
They could also be used to tweak the asymmetric's sheets. Perhaps a similar arrangement would work for your new headsail, which might be rigged using the asymmetric's sheets from the quarters but with the angles tweaked from blocks mounted on the stanchion bases or side decks?
I too had been thinking about an upwind sail for light winds so I shall be very interested to hear how well it works. Do let us know.
Anthony Russell
235/02 Sea Wyche
Anthony Russell
235/02 Sea Wyche