(Reassuring) "Do you want a hug?..I'm not great at comforting people, but I heard people appreciate hugs"

(Honest) "That's..not going to work out, I don't really want to try it, especially if we already know it'll fail"

(Understanding) "That's okay, you can always..tell me later, just know that if something's bothering you and you want to talk about it, I'm always here"