Ask, tell, what's the difference. The young man acknowledges that he knows he can change his location any time he wants according to your original post.
Black eyes mean he doesn't want to see. His choice. Don't read to much into the appearance of it. It's symbolic for how he feels.
He'll move on when he's ready. He probably has some serious thinking to do about not only this last incarnation but the combined incarnations and he has some problems to solve and is looking into a different plan to get where he wants to go in his next incarnation.
The frustration I felt when I was in a similar situation was palpable. I just couldn't seem to get to where I needed to be. I kept side-stepping the problems incarnation after incarnation. In this incarnation I am currently in, I did manage to conquer those mountains because of devising a plan before I was born. A life-plan that would work for me.
But when I figured out a plan, I was outta there so fast it would have made your head spin.
If you hit rock bottom, start picking up rocks.