Michael Benning McCaskey (December 11, 1943May 16, 2020) was an American sports executive who was the

chairman The chair, also chairman, chairwoman, or chairperson, is the presiding officer of an organized group such as a board, committee, or deliberative assembly. The person holding the office, who is typically elected or appointed by members of the gro ...

of the

Chicago Bears The Chicago Bears are a professional American football team based in Chicago. The Bears compete in the National Football League (NFL) as a member of the National Football Conference (NFC) NFC North, North division. They are one of two remaining ...

in the

National Football League The National Football League (NFL) is a Professional gridiron football, professional American football league in the United States. Composed of 32 teams, it is divided equally between the American Football Conference (AFC) and the National ...

(NFL) from 1999 until 2011. He was the eldest son of the late Bears owner

Virginia Halas McCaskey Virginia Halas McCaskey ( Virginia Marion Halas; January 5, 1923 – February 6, 2025) was an American football executive who was the principal owner of the Chicago Bears of the National Football League (NFL) from 1983 until her death in 2025. S ...

and grandson of team founder

George Halas George Stanley Halas Sr. (February 2, 1895 – October 31, 1983), nicknamed "Papa Bear", was an American professional football end, coach, and executive. He was the founder and owner of the Chicago Bears of the National Football League (NFL), ...

Biography

McCaskey, son of former Bears principal owner

and former Chicago Bears chairman

Ed McCaskey Edward W. McCaskey (April 27, 1919 – April 8, 2003) was an American football executive who was the chairman of the Chicago Bears. The husband of Bears principal owner Virginia Halas McCaskey, he also served as vice president and treasurer for t ...

, was the oldest grandchild of

. He became president of the Bears in 1983 after Halas' death. McCaskey held that post until 1999, when he succeeded his father Ed as chairman of the board until 2011. He was the brother of current Bears Chairman George McCaskey. McCaskey frequently clashed with

Mike Ditka Michael Keller Ditka ( ; born Michael Dyczko; October 18, 1939) is an American former professional American football, football player, coach, and television commentator. During his playing career, he was UPI NFL-NFC Rookie of the Year, UPI NFL R ...

, who had been hired by Halas, but the volatile coach retained his job with an extension in 1984; the Bears won

Super Bowl XX Super Bowl XX was an American football game between the National Football Conference (NFC) champion Chicago Bears and the American Football Conference (AFC) champion New England Patriots to decide the National Football League (NFL) champion for ...

the following season, while McCaskey was named ''

Sporting News ''The Sporting News'' is a website and former magazine publication owned by Sporting News Holdings, which is a U.S.-based sports media company formed in December 2020 by a private investor consortium. It was originally established in 1886 as a ...

'' executive of the year, the first Bears executive to receive the honor since Halas in 1956. McCaskey finally fired Ditka after a losing season in 1992. Ditka's replacement was McCaskey's first coaching hire,

Dave Wannstedt David Raymond Wannstedt (born May 21, 1952) is an American former college and professional football coach. He has been the head coach of the Chicago Bears and Miami Dolphins of the National Football League (NFL). He was also the head coach of th ...

, who was a heavily-sought-after candidate by several teams. However, after a 1994 playoff appearance, the Bears posted more losing seasons; Wannstedt was fired after the 1998 season and, after a botched hiring of

Dave McGinnis David McGinnis (born August 7, 1951) is a former National Football League (NFL) coach and college player who is the color commentator for the Tennessee Titans Radio Network. He was assistant head coach of the St. Louis/Los Angeles Rams from 2012 ...

, McCaskey was stripped of much of his operational responsibilities and limited to the position of chairman of the board. McCaskey was an alumnus of the

Weatherhead School of Management The Weatherhead School of Management is a private business school of Case Western Reserve University located in Cleveland, Ohio. Weatherhead offers programs concentrated in sustainability, design innovation, healthcare, organizational behavior, g ...

, at

Case Western Reserve University Case Western Reserve University (CWRU) is a Private university, private research university in Cleveland, Ohio, United States. It was established in 1967 by a merger between Western Reserve University and the Case Institute of Technology. Case ...

. He served in the Peace Corps in Ethiopia and taught at the business schools at UCLA and Harvard University prior to becoming president of the Bears. McCaskey was also a member of the

Yale College Yale College is the undergraduate college of Yale University. Founded in 1701, it is the original school of the university. Although other Yale schools were founded as early as 1810, all of Yale was officially known as Yale College until 1887, ...

Class of 1965 and lettered in football there.2003 Yale Football Media Guide He died on May 16, 2020, after suffering from cancer "for a considerable time".

References

External Links

* 1943 births 2020 deaths Deaths from cancer in Illinois Chicago Bears executives NFL team presidents Case Western Reserve University alumni American people of Czech descent Halas family Yale College alumni {{Amfoot-bio-stub