The problem is with the thickness of the wing inside the cabin. My pilot is a DGA pilot (sewn and stuffed body with latex head) and when he's inside the cabin, his chin is buried in his chest.
This makes him look like he's looking down. That's partly why I have him looking at a clip board with a pencil and stuff. If i had to go with a stiffer, molded pilot, I would do two things.
First remove as much from his butt and legs as possible yet still appear to be sitting in the seat, as opposed to on it.
Second, I would then simply cut off the top of his head. Would look scary when the wing is off, but when on, you'd have to get under and look up in to see that. The important view is from the side at a scale angle.

My .o2