Jackson boats are the driest out there. Period. I've owned Dagger, WS, and now have a Fun. I can paddle a 10 mile run, play all the way down the river, have to roll 30 times, and won't even have enough water in my boat to sponge out at the end. They ARE that dry. My buddy, who paddles a LL, will have to stop at least two or three times to drain his boat.
As far as the outfitting, I have an '04 Fun and haven't had any problems. Nothing has broken(I have the ratchet backband) and I stay snug and in place. I dunno, I've heard people having problems, but mine has treated me well.
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