I had posted a while back that the bow ring on my boat was loose......Upon further investigation, I have found out that the problem.  Skeeter obviously fitted a wooden block to the inside of the bow, then covered that block with fiberglass, drilled the holes for the eyelet (a U bolt) and sured it up by using a rectangular stainless piece on the outside with cinch nuts, and drilled holes in a metal plate on top of the wooden block covered in fiberglass on the inside with bolts torqued down on the plate.  The problem is that the wooden block has rotted away and from trailering the boat home this spring the ring has lengthened the hole on the outside of the keel about 1".  

Here is the question, could I fill the void where the wood was by drilling a hole in the top of the fiberglass and filling that void with some resin or would it be better to take it in to be repaired by a pro.  I am pretty handy, but don't want to screw up my favorite toy.  Will the resin bond to the inside bottom be strong enough to keep it from coming loose from future towing/loading?  

Any advice would be appreciated.....Hootersdoug.

If you lean toward the professional, anyone know any shops around the Northwestern Chicaco Burbs????

I'll definitely give this careful consideration but my first inclination is to install the bolt, inject the hole with a 2 part epoxy, and install an over sized washer then the nut. I would want to research which epoxy a little farther and the possibility of maybe a metal sleeve over the bolt.

Working with fiberglass on the inside of stuff is basically a nobrainer.  

If you have room and a dremel tool, you should be able to cut away the old fiberglass and take the remaining wood out and redo the whole thing with new resin.  You might be able to get a piece of aluminum or stainless to replace the wood.

My thought is to go to a machine shop and have them mill you a block of aluminum that will replace the wood block, they can drill the hole(s) and everything, the epoxy it in and remount your eye bolt.  Should last forever.  The aluminum block and machining may cost you a C note, but having a repair shop do it will cost more, I am sure.

My thought is to go to a machine shop and have them mill you a block of aluminum that will replace the wood block, they can drill the hole(s) and everything, the epoxy it in and remount your eye bolt.  Should last forever.  The aluminum block and machining may cost you a C note, but having a repair shop do it will cost more, I am sure.

Good idea