Thanks for the reply.
He was in a group with just me, and we went to the location, and the barrier was red for him. I tried to share the mission, but I believe it told me he was not eligible for it. I don't know if he had run it earlier in the 24 hour window or not. He is the same class as me, but I don't think it matters on that one, and we both have the proper options checked.
So, under normal circumstances he should have been able to run it with me? Should I drop the quest, reacquire it, and try again?