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Go with the 20'. You can ALWAYS use the extra space and the weight between the two is negligible.
I'd much rather have an extra foot or too of possibly needed space instead of trying to figure out where I'm putting stuff because I don't have enough trailer.
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"Life is not a journey to the grave with the intention of arriving safely in a pretty and well preserved body, but rather to skid in broadside, thoroughly used up, totally worn out, and loudly proclaiming 'WOW-What a Ride!'" - Anonymous
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