Horses must be able to tie. Personally, I prefer to tie my horses from above when training to tie. Here's a link with some information about it if you're interested. Training ~ Tying From Above
Otherwise, going with some good halters and strong pole generally works too. Or, working with something like the blocker tie ring can help, but I just do a wrap to allow that same give when a horse pulls, if that's the only problem I'm dealing with. No need to spend the money when wrapping the rope, as opposed to tying works. Just practice ways to wrap and see what works for you.
I usually tie when trailering, but I know a lot of people who don't and have not had any problems. If the horse is being hauled alone, I wouldn't worry so much about him being loose, but with other horses in there, I can just see something going wrong. But your driver insists on tying, so it doesn't really matter because he needs to tie, so practice with it every day until that time.
Like the tying from above article talks about, you can work up to leaving your horse tied for quite a long time. It won't hurt him to be tied for 10 hours, even though that sounds like a long time.