"Trust me I know what I am talking about. I deal with this stuff everyday."

Not sure what "stuff" you deal with every day, but I'm always open to being educated. Please cite an instance where a KY resident driver was convicted in a court of law out-of-state for driving a KY registered vehicle pulling a boat trailer without a plate. And I don't mean voluntarily paid a ticket, but rather contested the ticket and lost.

And I'm going to assume that while you are at the DMV picking up that trailer plate, you'll also purchase a license plate for the front of your truck.