It isn't that Kyle can't understand that thinking or how she's processing things. Learning about aliens and all he had about them, being kidnapped and killed and all that had come with it, he had neglected a lot himself during that time. Yet he knew that he would do his best for others. Do as he says and not as he does kind of a thing.

"I can do that, and maybe I'll just have to make sure I text you daily as well. Just to be sure."

Giving it as an opening and not an insistence. Both as a friend and someone that already cares about her as he does. If he can just do something to try and help her and maybe she her again.