[That almost sounds like Jakob is worried or concerned about Add.]

Maybe not but from what I know about Add, when he has a friend he cares about he'll do what he can for them. Even if he's complaining and being snarky about it.

[He'd seen Data-Roxas and Add's friendship. Then'd been important to each other. Add might be a pain in the butt a lot, but the intention is there. However strange it turns out to be.]

He'll take care of you. Just like you take care of him.