A flogging staysail will put a whole lot of shaking on any deck slot. I highly recommend a fitting that is bolted to the deck with a separate tension adjustment below the deck.
The Fitting has a 4x4 deck plate that is bedded and bolted to the deck and has a tang above the deck for the
shroud and a separate attachment for the under deck tensioner. This gives you a large bedding area that does not, can not, move - or leak.
Been there - done just that. VOE