To get him to sell metal armor, boots, and helmets. The guards wear them but he doesnt sell them (I think ive seen him sell metal boots, but not many). If the check is fairly high, players still won't be able to get any before going to junkyard.
"So, I've noticed most of the guards wear metal armor, but you don't sell any...."
Maybe you could add a couple tiers for more and better armors. Could be useful for lategame non-crafters who aren't protectorate, praetorian, and didnt join the institute. Pretty niche, but it'd help flesh out the game a bit more. Also, some or all of the checks could increase his money supply, or even give him some charons you could buy, which would be useful for all players.