From what I can tell, wheel-bearing failures usually involve neglected trailers, especially the neglected ones that also have their axles submerged in water at times, as is the case for normal boat trailers. I've met a lot of people who tow various kinds of trailers, but still haven't met someone who's had a wheel-bearing failure. Anyone who's mileage is not extreme, or who comes even close to following Pikabike's advice if their mileage is high, shouldn't have anything to worry about.
The Kayak Wing
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