someone here suggested being limited in what you tell border patrol, I’m going to recommend the complete opposite.
documentation and honesty were absolutely key when I crossed the border while it was still closed! (Yes I did that)
my story was so pure, honest, my paperwork so organized, the border agents couldn’t help but take me up on my request for exception to enter the United States on the basis of conducting legal commerce. I used their literal wording from the law itself when I requested entry.
they wanted to know every little detail, who my seller was, where he lived, why he was selling this boat to me, why not buy a boat in canada, what was the structure of our transaction, how much I was paying etc etc. and I answered every question honestly with full conviction.
I don’t know where you live specifically, hopefully in the gta? A day trip down to Buffalo is in reality nothing if it means you get to buy that boat for $2,000.
it’s not different IMO then me saving 10+ grand on my boat by buying from a guy in New York. Obviously 100% worth it.
make sure you check if Ohio is a “title state” if it is you will need to complete a title search on the trailer and show proof of clean title!
you will also need to complete the exception for the trailer from the trailer inspection component.
start reading! There’s a few pieces of documentation you are going to need in order to import that trailer you can get them all online. It takes some time but it’s not that bad.
go figure, kindness and honesty will break down even the most hardened border agent. The guys absolutely grilled me and acted like tough guys right up until the moment that they decided to let me in. The guy that interviewed me inside US customs came out and said “go get your boat and make sure you leave immediately, have fun”