I had the pulley go on my masthead on my 16. I replaced it with the new masthead without realizing that the new one does not seal the mast. The first time I flipped it turtled almost immediately. It took several peopel to help right it.(very embarassing) Another time though I was really far out on the water (like multiple miles from land) and a wave took us end over end. It thought it was gonna turtle again and we were totally screwed but somehow it stayed on it's side. Now I've re-sealed the mast and I haven't flipped yet since then but before i replaced the head i never had a problem with it turtling at any rate. I've never had a 14 but for the 16 anyway (and I assume for the 14 as well) if the mast is actually sealed it should definately provide enough boyancy to keep the boat from turtling. If your convinced the mast is not taking on water, perhaps a hull is leaking. if you flip on your side and the top hull has water in it, that might be enough to take it all the way down.