My worst was a few years ago,my first ever fishing trip with my brand new Bay Stealth heading to Venice.Told my buddy John to get my truck and hook up the boat while I get the rods out of the room,he locks the hitch down but it wasn't on the ball,right before the bridge in Empire boat comes off and jack drags and breaks off and damages trailer,too heavy for us to put back on truck,some nice folks stop and help us,it was a quiet 4 hour ride back to Ville Platte.Oh we were staying at the empire inn.
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