yeah i agree with most of that, and while he is trusting her to 'power through' all this.. he is using her to further his goals, and it's a feeling like, "well, i hope she can manage this, while i use her and scheme.. and if not, of well.." just so indifferent..
I can see he feels a bit of guilt occasionally, but it's only a tiny bit.. doesn't feel like he actually cares.
It's more like that idea of: "I don't want to burden others, so I feel guilty a little.."(That japanese mentality) but i can't get a feeling of caring or even truly wanting to be with her. He says it occasionally yes, but then he does all those actions and using her..
actions are reality, wishful thoughts, especially as light hearted as he acts about it, ends up as nothing..
maybe he is the ultimate anime MC that can't see anything even though he thinks he sees everything.. while being indecisive as fuck toward women around him.. idk

Idk maybe the DEV thinks this boyfriend is cool, since he is so indifferent..

anyways, i appreciate the ideas you share either way