The origin of Super Villians: Gillian B. Loeb

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https://en.wikipedia.org/wiki/Gillian_B._Loeb

Gillian B. Loeb first appeared in Batman #404, as part of the Batman: Year One story arc. He along with his successor Jack Grogan, are predecessors and foils of James Gordon.

Fictional character biography
Post-Crisis
Loeb is introduced in Batman: Year One as the commissioner of Gotham City's Police Department at about the time Batman first appears in the city. He is in mob boss Carmine Falcone's pocket and immediately considers then-Lieutenant James Gordon's honesty a threat. Loeb does not immediately share the same opinion about Batman, since the masked vigilante is targeting only low-level criminals, and is popular with the public. One night however, Batman attacks Falcone's mansion during a dinner party, the guests at which include Loeb and several other Gotham elites, and publicly announces that he intends to bring them down as well.

Enraged, Loeb orders Gordon to arrest Batman immediately. The vigilante proves frustratingly elusive, until one night in which the police corner him in an abandoned building following an impromptu rescue on the street. Loeb orders a bomb dropped on the building and a SWAT unit conducting an armed search of the rubble. As morning breaks however, Batman escapes, much to Loeb's annoyance.

When Gordon (alongside assistant district attorney Harvey Dent) begins surreptitiously helping Batman, Loeb blackmails him with evidence of his extramarital affair with Sgt. Sarah Essen, but Gordon confesses his indiscretion to his wife Barbara.

Eventually, Batman, Gordon, and Dent expose Loeb's ties to the Falcone mob and he is forced to resign. According to Gordon, Loeb's replacement, Jack Grogan, is just as corrupt. Gordon becomes the department's commissioner a few years later.

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