Alan - Have you thought of putting some carpet or other material on top of the plywood? I would think the wood could get slippery after being outside for a while.
The mast end cap is not designed to be water tight. Generally you will get water in the mast from regular sailing up to deck level which is the water level in your mast step. (Any more will drain while the boat is upright.) With a small hole in the cap you can drain out the water after your...
Consider moving the cleat up or down a few inches on the mast and fill the old screw holes with epoxy. I did it and it worked fine. (By the way, use brand new screws.)
I recommend drilling a hole in the middle of the bottom cap of the mast to allow water to run out after sailing. While silicone and other things may seal the bottom for a period of time eventually it will leak and you need some way to get rid of the water.
Yes there is a regional regatta happening at the Lake Bluff Yacht Club on August 15th and 16th. This regatta serves as a World's Championship qualifier. On top of that we will make it a fun weekend of racing despite the pandemic.
Our club has worked hard to make sure that this is a socially...