He can and will undoubtedly pick apart "any" candidate! He's a shrink! That's what they do. Does it mean we will have a perfect candidate? Never! He knows that but it does not fit into a shrinks meme.
They have to point out defects and then heal everyone. It does not quite fit into a political spectrum of imperfect candidates to say the least, but that's who he is.
Very true. Krauthammer would lose credibility if he approved too much of anyone, so he practices avoidance. Criticism is so much safer.