I'm so here for Jack probably giving Leo a hard time... While still probably coming to him to ask for a favor laughs

Jack is going to be pursuing people who tried to mess with the Claimant papers in pretty much uh, any capacity, so if you'd be interested, he could totally come to bother Leo about it! Probably just the general asking if he's heard anything, but I can guarantee that Jack will be both a) obnoxious b) an asshole about it considering Leo's background there.