Some people are saying the conversation with Jack was weird, given that Jack is who is giving him his chief fits over Elizabeth. But I disagree; Elizabeth's already basically said "Who, HIM? I'm not even going to dignify that with a denial," so I think Will understands it's a basic personality/communication problem with Elizabeth. I mean, we already know there was never anything of any real thread anyway between Jack and Elizabeth. (Or, you know, he could be trying to play on Jack's sympathy if there's any to be had, to leave the situation alone. It's a long shot, but he has nothing to lose by this point anyway.)