James E. O'Grady
   HOME

TheInfoList



OR:

James E. O'Grady (born 1929) is a former law enforcement official who served as
Superintendent of the Chicago Police Department The following is a list of heads of the Chicago Police Department. Currently the executive of the Chicago Police Department is referred to as a "Superintendent of Police". Preceding titles included High Constable, City Marshall, General Superint ...
and
Sheriff of Cook County, Illinois The Cook County Sheriff is the Sheriffs in the United States, sheriff of Cook County, Illinois, Cook County, Illinois, heading the Cook County Sheriff's Office. Office description Terms are currently four-years in length. Officeholders Elect ...
.


Early life

O'Grady was born in 1929 in
Chicago Chicago is the List of municipalities in Illinois, most populous city in the U.S. state of Illinois and in the Midwestern United States. With a population of 2,746,388, as of the 2020 United States census, 2020 census, it is the List of Unite ...
. His father was a police officer.


Chicago Police Department career


Early career

In 1952, O'Grady became a member of the
Chicago Police Department The Chicago Police Department (CPD) is the primary law enforcement agency of the city of Chicago, Illinois, United States, under the jurisdiction of the Chicago City Council. It is the second-largest Law enforcement in the United States#Local, ...
. While working in vice control, earned a reputation for tackling
organized crime Organized crime is a category of transnational organized crime, transnational, national, or local group of centralized enterprises run to engage in illegal activity, most commonly for profit. While organized crime is generally thought of as a f ...
and
prostitution Prostitution is a type of sex work that involves engaging in sexual activity in exchange for payment. The definition of "sexual activity" varies, and is often defined as an activity requiring physical contact (e.g., sexual intercourse, no ...
rackets. In 1968, he was knocked unconscious after a rock was thrown at him during disturbances at the
Cabrini–Green Homes Cabrini–Green Homes are a Chicago Housing Authority (CHA) public housing project on the Near North Side of Chicago, Illinois, United States. The Frances Cabrini Rowhouses and Extensions were south of Division Street, bordered by Larrabee Str ...
. In 1971, while off-duty, he was shot in his left hip whilst chasing a purse-snatcher in The Loop. By the mid-1970s, O'Grady had become the department's Chief of Detectives.


Superintendent of the Chicago Police Department

After the resignation of James M. Rochford as Superintendent of Police, mayor
Michael Bilandic Michael Bilandic may refer to: * Michael A. Bilandic (1923–2002), American politician, mayor of Chicago * Michael M. Bilandic, American film director, writer and producer {{hndis, Bilandic, Michael ...
appointed O'Grady as his replacement on April 10, 1978. In 1978, during his tenure as Superintendent, a police fleeing O'Grady after O'Grady ordered him to stop his car came close to running O'Grady over. O'Grady promoted the first black woman to the rank of sergeant in Chicago's police force. In his tenure, he won praise for being tough on police corruption. However, the
Better Government Association The Better Government Association (BGA) is a Chicago-based investigative journalism non-profit organization. History The BGA was established in 1923 to increase voter participation in Chicago elections, and was originally intended to serve as a ...
criticized him for failing to sufficiently curb illegal spying by officers on citizens and political organizations. Another controversy arose when the media reported that police officers were
strip search A strip search is a practice of searching a person for weapons or other contraband suspected of being hidden on their body or inside their clothing, and not found by performing a frisk search, but by requiring the person to remove some or al ...
ing female motorists stopped for minor traffic offenses. Despite having had an already ten-month long investigation of this practice, O'Grady did not put an end to it until the media reported on it. Another controversy occurred in the department when Thomas Donovan, then the
patronage Patronage is the support, encouragement, privilege, or financial aid that an organization or individual bestows on another. In the history of art, art patronage refers to the support that princes, popes, and other wealthy and influential people ...
chief of the mayor's office, called police officers to his home following the arrest of his son for bicycle theft. During the
1979 Chicago mayoral election The 1979 Chicago mayoral election was first the primary on February 27, 1979, which was followed by the general on April 3, 1979. The election saw the election of Chicago, Illinois' first female mayor, and the first female mayor of any major A ...
, candidate
Jane Byrne Jane Margaret Byrne (née Burke; May 24, 1933November 14, 2014) was an American politician who served as the 50th mayor of Chicago from April 16, 1979, until April 29, 1983. Prior to her tenure as mayor, Byrne served as Chicago's commissioner of ...
pledged to remove O'Grady as police chief if elected, accusing him of having "politicized" the department. Byrne defeated Bilandic for the Democratic nomination, and was elected mayor. Days after her inauguration as mayor, O'Grady resigned his position of Superintendent. His tenure as Superintendent was just over a year in length.


Cook County Undersheriff

For a two-year period, from 1979 through 1981, he left the Chicago Police Department to work for the
Cook County Sheriff's Office The Cook County Sheriff's Office (CCSO) is the principal law enforcement agency that serves Cook County, Illinois. It is the second largest sheriff's office in the United States, with over 6,900 members when at full operational strength. It is ...
as the undersheriff to Sheriff
Richard Elrod Richard J. Elrod (February 17, 1934 – April 19, 2014) was an American jurist, sheriff, and legislator. Biography Born to a Jewish family in Chicago, Illinois, Elrod received his bachelor's and law degrees from Northwestern University. El ...
.


Return to Chicago Police Department

In 1981, he returned to the Chicago Police Department this time as First Deputy Superintendent. Mayor Byrne rescinded her past accusations that he had politicized the department while Superintendent.


Interim Superintendent of the Chicago Police Department

After Richard J. Brzeczek resigned as Superintendent of the Chicago Police Department on April 29, 1983, mayor Byrne (on her last day in office) appointed O'Grady as interim superintendent. On August 27, 1983, Fred Rice, Jr., appointed by mayor
Harold Washington Harold Lee Washington (April 15, 1922 – November 25, 1987) was an American lawyer and politician who was the 51st mayor of Chicago. In April 1983, Washington became the first African American to be elected as the city’s mayor at the age of ...
, took over as permanent superintendent. That year, O'Grady resigned from the police force, ultimately ending his 32 year Chicago Police Department career.


Interim private sector career

O'Grady founded the private security firm Special Operations Associates (SOA), which he co-owned with James Dvorak, Daniel M. Davis, and Mike Caccitolo. He served as its CEO for a while. Amid O'Grady's bid to be Cook County Sheriff, the firm was contracted to investigate the unsolved murder of Diane Masters, and uncovered evidence which pointed to her husband being responsible.


Cook County Sheriff


1986 election

O'Grady was elected Sheriff as a Republican in the Democratic Party-dominated
Cook County, Illinois Cook County is the List of counties in Illinois, most populous county in the U.S. state of Illinois and the List of the most populous counties in the United States, second-most-populous county in the United States, after Los Angeles County, C ...
, unseating incumbent Democrat Richard Elrod. He was the first Republican elected to countywide office there since
Bernard Carey Clarence Bernard "Bernie" Carey Jr. (December 16, 1934 – June 1, 2018) was an American politician who served as Cook County State's Attorney from 1972 through 1980. Afterwards, he would serve on the Cook County Board of Commissioners and as a j ...
, who had been elected to his final term as
Cook County State's Attorney The Cook County State's Attorney is the District attorney, chief prosecutor for Cook County, Illinois. The State's Attorney oversees the second-largest prosecutor's office in the United States, with over 600 attorneys and 1,200 employees. The off ...
in 1976. Upon his victory, he spoke of creating, "a new generation of politics" in Cook County. His victory came from winning the county's suburbs by a 2-1 margin. He had also performed well in some of the ethnically white wards of Chicago, being able to carry 14 of the city's 50 wards. O'Grady, up until then a Democrat, had switched his party registration to Republican in September 1985, in order to run under the Republican Party's ballot line. When switching parties, O'Grady had disclosed that in the previous two presidential elections, he had voted for the Republican ticket, and had grown disaffected from the national Democratic party in the recent years. He had been courted by President
Ronald Reagan Ronald Wilson Reagan (February 6, 1911 – June 5, 2004) was an American politician and actor who served as the 40th president of the United States from 1981 to 1989. He was a member of the Republican Party (United States), Republican Party a ...
and Vice President
George H. W. Bush George Herbert Walker BushBefore the outcome of the 2000 United States presidential election, he was usually referred to simply as "George Bush" but became more commonly known as "George H. W. Bush", "Bush Senior," "Bush 41," and even "Bush th ...
to run for office. When rumors had arisen in 1985 that O'Grady would potentially challenge Elrod, either in the general election as a Republican or in the primary as a Democrat,
Cook County Republican Party The Cook County Republican Party is an American county-level Political parties in the United States, political party organization which represents voters in 50 ward (politics), wards in the city of Chicago and 30 suburban townships of Cook County ...
chairman Donald Totten actively courted O'Grady to run as a Republican. Other Republicans that courted O'Grady to switch parties were former governor
Richard B. Ogilvie Richard Buell Ogilvie (February 22, 1923 – May 10, 1988) was an American attorney and law enforcement officer who served as the 35th governor of Illinois from 1969 to 1973. A wounded combat veteran of World War II, he became known as the ma ...
, Chicago Republican Party chairman Lou Kasper, and former U.S Attorney
Dan K. Webb Daniel K. Webb (born September 5, 1945) is an American lawyer and public official. He is the co-executive chairman of the international law firm of Winston & Strawn. He is a former United States Attorney for the Northern District of Illinois a ...
. O'Grady's campaign was run by James Dvorak, who he would later hire as undersheriff once he took office. He was a first-time candidate for political office. During his campaign he pledged to get rid of political influences in the sheriff's office (such as all political fundraising activities by the office), strengthen jail security, and develop a disaster plan. He also pledged to combat corruption in the office. O'Grady won the endorsement of the editorial board of the
Chicago Tribune The ''Chicago Tribune'' is an American daily newspaper based in Chicago, Illinois, United States. Founded in 1847, it was formerly self-styled as the "World's Greatest Newspaper", a slogan from which its once integrated WGN (AM), WGN radio and ...
. During his campaign, O'Grady had strong network of campaign workers, and strong fundraising totals. He received strong support from police officers.


Tenure

O'Grady was, early in his tenure, a popular politician, speculated for a potential future run for Chicago mayor, County Board president, or governor. In 1988, his undersheriff James Dvorak made a successful bid to be Chairman of the Cook County Republican Party Dvorak had been backed by Governor James R. Thompson against incumbent Donald Totten. Despite having campaigned against vice, under O'Grady, the number of arrests made for
gambling Gambling (also known as betting or gaming) is the wagering of something of Value (economics), value ("the stakes") on a Event (probability theory), random event with the intent of winning something else of value, where instances of strategy (ga ...
and
prostitution Prostitution is a type of sex work that involves engaging in sexual activity in exchange for payment. The definition of "sexual activity" varies, and is often defined as an activity requiring physical contact (e.g., sexual intercourse, no ...
greatly declined. This occurred during a restructuring of the office's previously scandal-plagued vice unit. O'Grady ultimately had failed to live up to his campaign promises of disposing of politics and corruption in the
Cook County Sheriff's Office The Cook County Sheriff's Office (CCSO) is the principal law enforcement agency that serves Cook County, Illinois. It is the second largest sheriff's office in the United States, with over 6,900 members when at full operational strength. It is ...
, and had become unpopular among his constituents.


Investigations and corruption in Sheriff's office

Corruption was significant in the Cook County Sheriff's Office under O'Grady's tenure. In 1989, it was revealed that his chief bodyguard and another officer had interfered with a gambling raid being conducted by the office's vice officers. In 1989 a newspaper reported allegations that the department had, for as many as fifteen years, been suppressing investigations of murders and internal corruption. O'Grady immediately moved for the dismissal of two officers after this story broke. Federal investigators began investigating both O'Grady and his undersheriff James Dvorak in 1989. In November 1989, the
Chicago Tribune The ''Chicago Tribune'' is an American daily newspaper based in Chicago, Illinois, United States. Founded in 1847, it was formerly self-styled as the "World's Greatest Newspaper", a slogan from which its once integrated WGN (AM), WGN radio and ...
released a two-part series which alleged that, "Sheriff O'Grady has demanded thousands of dollars in campaign contributions from deputies and given sensitive law-enforcement jobs to political cronies." The report alleged that at least four high ranking employees in the Sheriff's office, including Dvorak, ran political organizations which solicited contributions from their colleagues and subordinates. It also alleged job selling and other corruption in the office. Two weeks after this report, Dvorak resigned, followed by Richard Simon, the head of the Sheriff office's part-time deputy program. In early 1990, O'Grady and Dvorak were investigated by a federal
grand jury A grand jury is a jury empowered by law to conduct legal proceedings, investigate potential criminal conduct, and determine whether criminal charges should be brought. A grand jury may subpoena physical evidence or a person to testify. A grand ju ...
for directing a $1.8 million contract to Home Incarceration Systems of Illinois (HISNI). HISNI was run by an attorney for Special Operations Associates Inc. (SOA), which was a private security firm co-owned by O'Grady and Dvorak with Daniel M. Davis. In August 1991, Davis was indicted for
obstruction of justice In United States jurisdictions, obstruction of justice refers to a number of offenses that involve unduly influencing, impeding, or otherwise interfering with the justice system, especially the legal and procedural tasks of prosecutors, investiga ...
for hiding a document which detailed a stock purchase arrangement between HISNI and SOA. In 1990, it arose that alleged
mob boss A crime boss, also known as a crime lord, mafia don, mob boss, kingpin, or godfather is the leader of a criminal organization. Description A crime boss has absolute or nearly absolute control over the other members of the organization and is ...
Ernest Rocco Infelice had, on
tape recorder An audio tape recorder, also known as a tape deck, tape player or tape machine or simply a tape recorder, is a sound recording and reproduction device that records and plays back sounds usually using magnetic tape for storage. In its present ...
, shared allegations with a federal informant that he had paid $10,000 on a monthly basis to Dvorak for protection from vice investigations. Corruption from O'Grady's tenure continued to surface after he left office. In May 1992, James Novelli, who had been the chief investigator for the Sheriff's Merit Board, pled guilty to accepting bribes to rig test grades and to change applications for correction officer jobs. Novelli would later plead guilty to additional charges of bribery and conspiracy. Prosecutors ultimately would file a document with the court that suggested that 1,500 applicants were given a free pass before taking the exam during O'Grady's tenure. The FBI also later found that 367 people had received jobs with the sheriffs office despite failing the test. In 1993, 1994 and 1996, Dvorak pleaded guilty to tax and bribery charges which stemmed from both from payoffs from organized crime and from a large scheme he and others operated during O'Grady's tenure which rigged hiring tests for unqualified applicants and placed more than twenty " ghost jobs" on the sheriff's payroll. O'Grady was not indicted.


1990 reelection campaign

Corruption allegations took a toll on O'Grady's prospects for reelection. Amid the 1990 reelection campaign, a Cook County correctional officer was shot and critically wounded while hanging signs for O'Grady's Democratic opponent Michael Sheahan outside of the South Side bar. Three men, including a correctional officer who supported O'Grady, were arrested for this. This led to a decline of O'Grady's support in the polls. Additionally, an incident soon after occurred where Sheahan had a campaign office shot at. In 1990, he was defeated for reelection by a broad margin by Sheahan. His defeat was one of the biggest defeats that a Republican Party nominee had experienced in a countywide Cook County election in years. Sheahan had managed to beat him in 24 of the county's 30 suburban townships. The ethnically white wards of Chicago, where O'Grady had performed well in 1986, went to Sheahan in 1990, with O'Grady failing to carry a single ward of the city. O'Grady had even failed to carry many of the county's Republican strongholds. Within the city of Chicago, O'Grady even trailed
Harold Washington Party The Harold Washington Party was founded in Chicago in the late 1980s by Timothy C. Evans to represent the interests of the city's African-American population who felt disenchanted with the mainline Democratic Party. History The party was crea ...
nominee Tommy Brewer, who was considered a political unknown.


Electoral history

;1987 ;1990


References

Superintendents of the Chicago Police Department 1929 births Sheriffs of Cook County, Illinois Illinois Republicans Living people Illinois Democrats {{Heads of the Chicago Police Department, state=collapsed