Totally easy!!
Border crossing folks were far more interested in the 6-pack of canadian beer I had in my cooler than the brand spanking new
Escape I was towing. Escape folks provided all the necessary documentation - it would be good to get a couple extra 'original sales' documents from whoever you get your trailer from because you might need an extra for
registration in the US. Also, remember to get the Sales Tax refund papers (online or from the border crossing folks) so that you get a refund on the Canadian Tax you pay.