He really does just want Hanna to be happy, even if that means being with Caleb instead of him.

He wants to show how nice a guy he is to win Hanna over.

He's hoping Caleb will be a jerk and Hanna will turn to him for comfort.

He's over Hanna and is just trying to be a good friend.

He's involved with "A" (or IS "A"!), and is doing it to mess with Hanna.

Other: