Gads! It's the ubiquitous island orientation query...
I dunno, Ebb. I've seen the winch to cleat orientation both ways. Being you're planning on cruising, you'll probably be flying a big reacher or asymetrical much of the time. In which case you'd maybe run the sheets back to a snatch block or foot block and would be better served by having the cleat in front of the winch. My O'Day was set up that way with a jam cleat. It seemed to work just fine and we never flew a chute on that boat.
You know, I've a pair of Lewmar 42 ST not doing anything. You could use 'em to haulout
You can groove with that jig too. I made it to cut the bevel or chamfer with a lip if you will. Hike that blade up a couple of inches and lean it over a few degrees. Then just clamp the blank and run her through. Fast and safe without multiple passes to remove material. No catching or tearing out either.
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