Dave, you're asking two questions...
The first is how to repair the exit box. It isn't the screws' threads that are failing, the issue is that your aluminum mast became an anode and dissolved over time in the presence of salt water while the more noble stainless fasteners remained unaffected. This is such a common, almost always inevitable problem that I wonder why the thousands of customers who buy the mass produced boats each year don't arise in unison and make a huge stink about something as simple as installing mast hardware with a proper bedding compound. (Or maybe manufacturers do now...anyone know?)You will probably be fine if you just drill out the stainless hardware, and move up a size or two in fastener dimension sufficient for the remaining aluminum to give a purchase. Each new screw gets a slight but thorough application of Tef-Gel (visit www.briontoss.com if you don't know where to get this; this is NOT the rip-off product now sold by WM - Tek-Gel). There are many things that can be used to insulate (in a pinch, use silicone sealant or a bedding compound) but Tef-Gel's the best and a small tube lasts a long, long time.The second question is 'What is this a symptom of...?' and the answer is anything else on the boat where dissimilar metals see splashing spray or anything more solid. Think about removing - with patience - all of your other mast and boom hardware over time to check for other nasty surprises (after all, you do point out how windy it is out there) and rebed as above. It's a great time to think about things like the electrical connections on the nav lights (copper, brass, stainless), how well sealed the VHF antenna connection is at the masthead, and so forth. Chip away (sorry for the pun...) at the obvious list and you'll not only find problems if they exist but prevent further damage which, inevitably, will make itself know at the wrong time.Hang in there; you are a member of a large club!<g>Jack