^ I didn't think of that! If Shawn saw that Jack wasn't having fun during their game, especially if he kept losing, then he would have definitely let him win.
The only titles that comes to mind is...
Because Shawn didn't like that he didn't know his brother while he was growing up.
Because they started a tradition: ice skating every Christmas..
Because Shawn could never have handled their dad's death without Jack.
These are off the top of my head. What do you think?