All the above have great suggestions, especially looking at the trailer. Shuttle drivers and gravle roads can be *ell on trailers. My main suggestion would be to look at a 17' instead of a 16'. Sure you may spend a few more $$$, but in the end you will be much happier. More room (for all the friends you are bound to make wink ) and will row easier for you. Just a thought.
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That which does not kill you, will only make you stronger.