that don't sound right
if the boat is fairly new, I would bring it back and tell them
I bet a thru hull fitting is dripping somewhere, they should have access and hose clamps that can be tightened, then again if they screwed up and did NOT use caulk when the fitting was installed, you could sink the boat if left in the water like happens at times.
I would not add much extra weight while on a roller trailer, I hate those kind, they don't distribute the weight evenly enough so no wonder the rollers are already causing trouble.
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