In Milton's defense as horrible as he is he did give the gang several warnings in person whole being directly paid by Comwall who's a oil tycoon. He only killed them and made moves during the 3rd meeting at the bank after Bronte's men tipped them off. RSS however didn't give John any warnings took his family,taunted him at gunpoint with ways he could be executed, as well as ways they could implement punishment on Jack & Abigail as a "game". Ross didn't have a Ross aside from Nate Johns. As Ross was in charge of the BOI calling the shots so he was basically untouchable something not that offered to Milton. He was held in check and ridiculed over any failures by Cornwall betrating him by threatening to cut expenses to outright suggesting he'd look into the services of other law enforcement the job done against the Van Der Linde Gang.
