As to the trailering-Many folks drive @ night when it's cooler, & there are calming pastes, etc. that can help w/a horse's nerves, & they usually settle down once they are under way. Remember, there are always problems to any solutions. We cannot see every variable to what we may think is a good solution. Trust & faith are a big part of life. I think a parent approaching BO might be a good idea, but you have done all the work so if your express your concern for Kenzie's well-being that could also win her over. I do hope for a positive outcome for all involved.