I don't know if you will be trailering / cruising your O'Day22, but I would recommend a new winch stand that has some sort of a bumper to stop the forward motion of the boat. Check out West Marine for trailer parts, or Cargo Trailers, if there's one near you. I hope you are not intending on painting the topsides. A little polishing compound and a polisher will make that beauty shine. Summer is time to sail and the off season is time to repair and upgrade. Get sailing. Get a book on seamanship, the points of sail, and sailing terminology. We'll know what your telling us about your projects. It's a great little boat and will provide much sailing fun. I have a 222 and I enjoy sailing it in many different bodies of water. Good sailing!