The first chapter presents an overview of the history and cultural characteristics of Chicago, followed by a chapter that summarizes the history of crime in Chicago in the 20th century, which includes mention of some infamous Chicago criminals: Leopold and Loeb, Al Capone, John Dillinger, Richard Speck, and John Wayne Gacy. The book then turns to the life and career of Terry G. Hillard, as it explains how his childhood and experiences as a front-line police officer contributed to his becoming the head of the Nation's second largest police agency. The remainder of the book examines the period (just over 5 years) that Hillard served as superintendent of police. A description and inside look at the challenges, problems, and issues faced by Hillard as superintendent of police can help future police administrators better understand potential pitfalls and effective management techniques. Attention is given to how the Chicago Police Department has responded to gangs, guns, drugs, and homicide; how Hillard led the department in good times and bad; how he dealt with politicians, the community, front-line officers, and the media; how the Department approached the investigation of difficult cases; and what Hillard learned and accomplished as superintendent. In the course of profiling Hillard's career, the book also provides a general discussion of contemporary police issues, including police corruption and brutality, police use of force, police pursuits, police shootings and deaths, community policing, police accountability, and the use of emerging technologies to fight crime. Photos, chapter references, author and subject indexes, and appended Hillard tips for Chicago police recruits