Refit
We are doing a refit of a similar vintage 28.5, and replacing most of the original gear with Harken. A lot of what was used on Hunters 20 years ago is no longer available, and what OEM stuff is available is not as good as some of the current brands.Remove the gear that doesn't work. Buy Harken replacements. Fill the old holes with MarineTex or other epoxy and let cure. Determine what fasteners you want or need to use for the new stuff (typically machine screws are recommended by the install instructions). You will need to drill new holes, and if there is a metal plate under the fiberglass, tap the plate for your fasteners. You can buy the drill bit and tap as a packaged kit in order to get the right size of both for the fasteners. Once tapped, apply appropriate bedding compound (do not use polyeurethane - 5200 - unless you never want to remove the stuff) to the fasteners and around holes to seal. Typically use polysulphide unless silicon is recommended (e.g. Spinlock clutches) or you are bedding plastics. Fasten gear and wipe off bedding compound. Back up fasteners with washers and acorn nuts to avoid things that can cut your head underneath. If there is no metal plate within the fiberglass, use a suitable backing plate - washers alone are usually not sufficient.If there is a metal plate within the fiberglass, don't try to redrill the old holes. You essentially want the plate to be your "nut" to secure the fastener. You can mount the new gear over the old, filled holes to cover the patches. Do not use 5200, 4200 or silicone to fill old holes - you will get leaks and mess up your deck or allow water below. Do not use screws with pointy ends in either your deck of spars. Use the proper stainless steel machine screws, and watch your gear for the right type. Some things require flat heads and some pan heads. They need to be able to take the loads.Go slow tapping the new holes for fittings. You don't want to strip the hole. Use generous cutting oil, and back the tap out from time to time to remove the cuttings. Also, I would get a drill guide so you can make sure your holes are straight. There is nothing worse than a fastener at an angle that does not fit flush within the deck gear. Best done with an electric drill or you will need a lot of batteries.