After his military service,Skinner held various sales and management positions with the IBM Corporation from 1960 to 1968. In 1967,IBM selected him Outstanding Salesman of the Year. Although offered position to serve as assistant to the chairman of IBM,Thomas Watson Jr.,Skinner decided to enter a career in public service.
From 1968 to 1975, Skinner served in the office of the United States Attorney for the Northern District of Illinois as an assistant United States attorney (AUSA) and, in 1975, President Gerald Ford appointed the 37-year-old Skinner the United States Attorney. As an AUSA, Skinner fought organized crime and public corruption. In 1974, Skinner and co-counsel, then United States Attorney for the Northern District of Illinois and future Governor of Illinois James R. Thompson, successfully prosecuted then-U.S. Circuit Court of Appeals Judge Otto Kerner, Jr.
This was the first time in U.S. history that a sitting federal court of appeals judge was found guilty of a federal crime. During his tenure at the U.S. Attorney's office, Skinner also worked directly with future U.S. Court of Appeals Judges William J. Bauer, Joel M. Flaum, and Ilana Rovner, U.S. District Court Judge Charles P. Kocoras, future U.S. Attorneys for the Northern District of Illinois Dan K. Webb and Anton R. Valukas, future United States Senator Carol Moseley Braun, and future Illinois Attorney General Tyrone C. Fahner.
From 1977 to 1989, Skinner practiced law as a senior partner in the Chicago law firm Sidley Austin LLP, where he served on the firm's executive committee and as its second lateral partner in its 100-year-old history. From 1984 to 1988, while practicing law full-time, he also served as chairman of the regional transportation authority of northeastern Illinois, the nation's second-largest mass-transportation district. Also during that time, President Reagan appointed Skinner as vice chairman of the President's Commission on Organized Crime.
George H. W. Bush administration
After leaving the U.S. Attorney's office for a career in the private sector, Skinner became active in Republican politics in Illinois. Skinner led the Illinois efforts of George H. W. Bush's unsuccessful 1980 presidential campaign and successful 1988 presidential campaign, the last time a Republican candidate for president carried Illinois in the general election.
In December 1988, Skinner was nominated by President Bush to serve as Secretary of Transportation. Skinner was confirmed unanimously by the United States Senate on January 31, 1989, and assumed the office on February 6, 1989.
As Secretary of Transportation, he served as chief executive officer of a cabinet-level federal department with a budget over $30 billion and a workforce of 105,000 people. During his tenure, Skinner was credited with numerous successes, including the development of the President's National Transportation Policy and the passage of landmark aviation and surface-transportation legislation. He also issued regulations mandating wheelchair lifts on buses. In addition, Skinner was instrumental in developing President Bush's Intermodal Surface Transportation Efficiency Act, which served as the catalyst for the whole ITS industry.
He also developed the "open skies" policy of the United States that liberalized U.S. international policy and significantly increased the number of international flights to and from the U.S. In addition, Skinner acted as the President's point person in numerous crisis situations, including the Eastern Air Lines strike, the Exxon Valdez oil spill, the northern California earthquake, Hurricane Hugo, and the 1991 national rail strike. Skinner's role in these emergencies earned him the moniker "the Master of Disaster". Washingtonian magazine twice gave Skinner its highest ranking for his performance as Secretary of Transportation.
As White House Chief of Staff, Skinner acted as the President's chief surrogate and led the implementation of the President's domestic policy agenda leading into the 1992 general election. Under Sununu, domestic policy initiatives had drifted into the background in favor of foreign policy centered around the Persian Gulf War. Skinner served in the position from December 1991 until August 1992, when he was asked to work on the campaign full-time at the Republican National Committee and was replaced as chief of staff by then-Secretary of State James Baker.
Post-Bush administration career
Upon leaving the White House, Skinner returned to Chicago and became president of Commonwealth Edison and its holding company Unicom Corporation (now Exelon) from 1993 to 1998. In 1998, Skinner left this role to become co-chairman of the Chicago-based law firm Hopkins and Sutter. In July 2000, he was named chairman, president, and CEO of US Freightways, retiring from that role three years later in April 2003.
Skinner and his first wife, Susan Ann Thomas, had three children. His eldest son, Thomas Vernon Skinner, is the former head of the U.S. Environmental Protection Agency's national compliance program, director of the EPA's region 5, and current general counsel of Louisiana State University. Another son, Steven Knox Skinner, is the CEO of KemperSports, a privately owned company that manages over 100 golf courses across the country. His daughter, Jane Skinner Goodell, is a former news anchor on Fox News Channel's Happening Now and the wife of NFL Commissioner Roger Goodell.[3]
Skinner currently resides in Winnetka, Illinois, with his wife, Honey Jacobs Skinner, a retired partner at the law firm Sidley Austin LLP. Together, they have two sons, Samuel Jacobs Skinner and William Curran Skinner. Actress Gillian Jacobs is his niece through marriage.[4]
In 2017, he was inducted as a laureate of the Lincoln Academy of Illinois and awarded the Order of Lincoln (the state's highest honor) by the governor of Illinois in the areas of government and law.[5]
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