(Hitman #39, 40) - Waterman served as the merciless enforcer of British crimelord Sir Richard. Harcourt. Harcourt had a deal with Anthony Finnucci’s Las Vegas cartel that fell through, and as retaliation Finucci contacted his man in Gotham City Gerald McWilliams, who arranged for a hit on Sir Richard’s son Tarquin. With Tarquin’s death Sir Richard put Waterman on the case, who assured him the fates of anyone involved in Tarquin’s death were all but decided. Waterman brutally tortured and mutilated Finnucci and McWilliams to death. Ringo Chen, the hitman McWilliams hired, came by his apartment looking for his money, only to be shocked seeing his dismembered corpse. Waterman had his goons fire on Ringo, but he fled down a fire escape and set off an explosion, killing several of Waterman’s men. Waterman was undeterred. Ringo had a falling out with his friend Hitman because once his partner Wendy realized they were friends she correctly figured out that Ringo was a killer and dumped him. Hitman went to Wendy’s place to speak up for ringo, and Ringo arrived soon after with flowers to make amends. Waterman had followed them and brought along a squad of hired killers. Ringo and Hitman had an argument that escalated until they’d pulled guns on each other. At that moment Waterman arrived and his men shot up Wendy’s apartment. Ringo and Hitman agreed that they needed to stop their foolishness and work together. After massacring a number of Waterman’s killers Hitman got Wendy to safety, with Ringo staying behind to buy them some time. Hitman went to Ringo’s apartment, and he wasn’t there, but Waterman was waiting for him. Hitman was incredulous that the tiny, unassuming Waterman could have taken out his friend, but Waterman showed him why he wasn’t to be underestimated by incapacitating him with a surge of electrical current. Waterman was delighted with how corrupt Gotham was, and had commandeered a GCPD precinct for his own use. He threw Hitman into a cell with the injured Ringo.

(Hitman #41, 42) - Waterman set up a two-way video feed with Sir Harcourt so his boss could watch him torture Ringo to death. Waterman lovingly described how painful the torture would be, saying atrocity was his passion. He told Hitman that after Chen died he was going to torture him to death for his own indulgence. After the first round of torture Hitman and Ringo were put back in their cells and Ringo told Hitman his life story, including a defining moment when he escaped a Chinese prison by killing a corporal and wedging a grenade under his body so it killed Major Li, the man who sent him to prison, when he moved it. During the next torture session Ringo antagonized Harcourt, saying he owed him $200,000 for the hit on his son, since he’d killed Tony Finucci before he could pay out. Harcourrt was furious, and had Waterman gouge out Ringo’s left eye with a hook. Back in their cell Ringo told Hitman he’d hoped baiting Harcourt would have led to a quick death, but his gamble failed. They talked about how being killers was the only life they knew, and knew it was wrong, but kept themselves sane by making excuses and fooling themselves into thinking one day they’d leave the game, hoping for a better future. When two guards came to retrieve them Ringo and Hitman killed them and took their guns. Even though Ringo was severely injured he was determined to take down Waterman and his men with his friend.  Hitman and Ringo went in guns blazing, massacring Waterman’s men and shooting him a number of times in the torso. Ringo shot the two-way video feed after telling Sir Harcourt he was a dead man. Waterman, badly wounded, got to his feet, shocked and stunned Hitman and lured Ringo into an ambush. Waterman bragged about how he was never beaten and had never failed to kill a target. Ringo realized it was his time to die when he had a vision of death and went out in a blaze of glory, killing most of Waterman’s goons. Hitman spoke to his dying friend, and they agreed they were glad they never had to come to blows to find out who the best hitman in Gotham was. Ringo asked Hitman to help him get his revenge before passing away.  After Hitman left Waterman grabbed Ringo’s lifeless body and started taunting the corpse, but Tommy left a live grenade under Ringo that exploded when Waterman lifted it, killing him.