(Question I #9) - Question shadowed new chief of detectives Izzy O'Toole to see if he'd left his corrupt past behind. He busted two drug dealers who were trying to bribe him, and Question saved his life from a third man that got the jump on him with a gun. O'Toole admitted he hadn't brought backup because he was considering taking the bribe, and had surprised himself by not doing so. Question took the intel on Aristotle Rodor's kidnapping to O'Toole, who reluctantly admitted the results of his investigation into it. The car that took was registered to Dr. Chesley Hodell, head of a top-secret and supposedly defunct CIA offshoot that experimented using LSD as a mind-control device. Question's investigation into Hodell's work would take him to the hellhole of Santa Prisca.

(Question I #16) - Question checked in on Izzy after he busted some corrupt cops he formally worked with, and prevented crooked fireman from burning down his apartment before airing an exposé about the corrupt public service workers in his next broadcast. Myra approached him, and said the national committee of her party was hesitant to endorse her because of Wesley's bad reputation, and asked Vic to find someone to endorse her in Hub City. Question talked to Izzy, and he approved of Myra's work, so Question told him to keep up the good work and not get killed. Out of town crooks Butch Cassidy, supposedly the descendant of the wild west outlaw, and his lackey Sundance, planned on moving operatives to the almost thoroughly corrupt Hub City. The only obstacle was Izzy, so Sundance learned where he lived and hit his apartment with surface-to-air missiles. Izzy was in the basement and survived, so Question found a janitor that worked in Izzy's building, and beat him until he admitted to be feeding Sundance information. He'd informed Sundance that Izzy was staying at the Savoy Motel, so Question made his way there. He had to rough up Izzy's police escort, who were not as friendly with the vigilante as Izzy, and saved Izzy by taking out Sundance. The next day Vic aired an interview with Izzy in which he endorsed Myra for mayor in a terse, but honest, statement.

(Question I #21) - Izzy let Question know that Junior had stolen an organ donor heart, and was forcing surgeons to save his father Musto's life at gunpoint. Question told Junior he was lucky because he knew why he was screwed up, and it was entirely the fault of his father, while Question didn't know where his dark thoughts came from. Musto died on the operating table, and Junior prepared to open fire, but Question stopped him. He told Izzy to make sure Junior was treated kindly, because there was nothing sadder than a monster, and he empathized with him.

(Question I #25) - Myra Connelly was elected mayor of Hub city, and vowed to end corruption and rebuild the city. Her bitter drunken husband Wesley Fermin shot her during her acceptance speech. She was rushed to the hospital and he fled during the confusion.  Riots broke out across the city and Vic met with Izzy, who said his men were stretched thin. He was currently dealing with a hostage situation where two men who’d robbed a liquor store and shot a cop were holed up in a tenement where they were holding two elderly sisters at gunpoint. Due to Hub City by-laws Wesley Fermin was technically the mayor since he’d held the post before Myra. He showed up drunk out of his mind at the hostage situation, grabbed an officer’s gun, and started shooting at the tenement. The officers were forced to fire when the suspects started shooting back. The suspects were fatally shot, as was Wesley, with some considering him a hero.

(Question I #26) - Question busted a mall Santa selling drugs from Toyland, and Izzy appreciated that he was keeping the peace while Izzy was acting as de facto mayor with Wesley dead and Myra comatose.

(Question I #31) - Mayor Fermin recovered and called a city council meeting, announcing her decision to demolish Hell’s Acres. The public housing units had long been abandoned by law-abiding citizens and had become a haven of crime and drug use. Vic Sage watched as construction workers backed by armed guardsmen evacuated Hell’s Acres and prepared it to blow. An addict named Hooley Slavyert came out with a gun to protect his turf and was fatally shot. Izzy O’Toole, still saddled with the position of acting police chief, asked Vic if he’d been in contact with the Mayor, saying she’d been missing for hours. Fermin had been kidnapped and shot up with heroin by drug dealers who hoped that would keep the National Guard from detonating the building. Unfortunately the man they sent to inform the Guard was Hooley Slavyert. Vic went to check the building on a hunch as the Question, and Fermin managed to escape her captors, though in her drugged state she couldn’t find her way out of Hell’s Acres. Question found her minutes before the slated demolition, and took her to an abandoned section of water pipes, allowing them to survive the blast. They were exhilarated to still be alive, and passionately kissed, finding a moment of tenderness in their lifves that always seemed on the edge of ruin.

(Question I #35) - Vic Sage was in a car accident, and Melly Warder, one of the thugs who rolled him afterwards, found his Question gear and donned it. As “Question” he shot the owner of a Christmas tree farm. The man managed to stagger into Hub’s 113th Precinct and report the shooting to Izzy O’Toole, describing his attacker as a man without a face before dying. Melly shot up a bodega and Izzy told one of his officers how Question had turned his life around, convincing him to be a straight cop. Feeling the Question had let him down by turning to crime Izzy said he was going to apprehend him and then return to his life as a dirty cop. “Question” broke into Aristotle Rodor’s house and robbed him. Lt. O’Toole caught up with him and shot him in the chest. Melly managed to flee, but soon died of his injuries. Izzy took off his mask and was incredulous that the man who’d set him on the straight and narrow turned to crime. He was ready to cry, both for being betrayed and believing he’d killed Question.

(Question I #36) - Mayor Fermin and Richard Dragon found Vic Sage unconscious in the church where he’d been abandoned as a child, and took him home. On their way they met Izzy O’Toole, still sitting by the body of the fake Question. He’d realized that the imposter was in jail when the cowboy bounty hunters came to town to fight Question, so he realized he was a fake. At Aristotle’s Izzy put Vicic into bed and said he realized that if Melly robbed Vic it meant he was the Question, and asked why he’d chosen to become a vigilante. Vic said putting on the mask let him act the way he felt on the inside and admitted that in recent days he questioned more and more who he really was. Izzy said he wanted to go bust some heads and left to patrol.

Izzy O'Toole received a profile in Question Annual #2.

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