I would remind the outfitter that HE WORKS FOR YOU. Tell him to top pack the hard bow case. IMHO Bows & horses do not mix. The only way I will carry my bow on a horse is in a hard case. I have a rifle that I have used for the last twelve years hunting off of horseback. The stock looks like it was in the twin towers during 9-11.
I repeat, I will not carry a bow on a horse that is not in a hard case. I think it is easy to tell this outfitter does not care if you end up with a damaged bow or not.
Good luck on your hunt & tell your outfitter someone from Montana says to pull his head out.