The Mother of All Padeyes

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The idea here was to open up a slot so that lines from the starboard side of the mast could cross over the deck without crossing any lines. I was going to move the main sheet down to a padeye, and move the vang up onto the mast. It opened up a nice slot, but I didn't think about the line to the vang. When the boom is over to port, the main sheet crossed the vang line
and would chafe. Arggh.
So I reverted to plan C
(modified from Sub-Plan A dash One)
for the main sheet and used the padeye to pull the vang sheet down to the deck. Details and pictures later -- this picture is Plan B.
Where's Agent 99 when I need her?

Actually, I'm sorta glad this didn't work out.
I didn't like the way it looked, and it just didn't feel right.
Loading a block like this doubles the working load, and the Main Sheet gets a lot of working and jerking. I had a gut feeling this was bad.

However, at the time it seemed like the best way. To minimize risk,
I bolted down this padeye with a Safe Working Load of 12,000 pounds. (The whole boat displaces 18,000!)

For a backing plate, I used two 1/8 inch thick galvanized steel bars, 8 inches long. I aligned them with the line of the worst stress -- when close hauled and the sheet is pulling the boom down hard to the traveller.

This is just a dry fit picture. They're actually installed under the liner, against the deck, of course.

I'm of the "caulk until it gooshes everywhere" school of thought.

The 3/8 inch bolts are sunk into epoxy plugs.
Standard stuff: Ream out the core, fill with an plug of West System and colloidal silica, then redrill.

This jig from Home Depot is incredibly handy
for getting the holes lined up.

And after all that,
I decided that it wasn't right for the main sheet!

It works well to pull the vang line down to the deck and give it a good lead into the organizer, regardless of boom position. That block will keep the vang line under control and avoid tangles, though I'm looking for something to pull it down another inch or so.

Of course, it's a little overbuilt for this,
and it's a little funny looking. I've ordered a smaller block that should make it look a lot less goofy.
However, this won't keep me from sailing the boat.

My rationalization is that it'll also work great to clip a harness onto if the boat is being tossed about and something needs to be dealt with up there.