His whole life he has had a slant load trailer and I have a straight load :( . He can get in but to get him out we have to pull the center divider to the side and let him turn around. It is kind of a tight squeeze and I am worried that one day he will turn and his back foot will fall out

. He doesn't like backing out at all and will do anything to avoid it.
I was thinking about putting the target on his chest and having him back up to put his nose on it. Starting on flat ground, then working on a hill, then on a bank where he has to step off it, and then in the trailer. <_<
Any thoughts? Input? Has anyone had this problem in the past?