He secured a job as a mechanic at Lake Buick, a dealership on Lavern Avenue on Cleveland's West Side, and on July 15, 1947, obligated to Local Lodge 1363 of the International Association of Machinists and Aerospace Workers. Within six months he was elected
shop steward by his fellow union members. He was elected Recording Secretary of Local Lodge 1363 in 1948, and President of the Lodge in 1949. Union officials quickly recognized Winpisinger's talent and appointed him to the National Field Staff, as a Special Representative, in 1951, and assigned him to organizing tasks in Ohio, Michigan and Pennsylvania. IAM President Al Hayes promoted him to a position in
Washington, D.C. in 1955 to work on a joint organizing program with the
International Brotherhood of Teamsters. That assignment ended in 1957, when the Teamsters were expelled from the
AFL–CIO. Winpisinger was then assigned to a variety of jobs throughout the union, including servicing members in the automotive, airline and brewery industries. He negotiated the union's first collective bargaining agreement with
Continental Airlines in 1961, and was appointed Automotive Coordinator in 1965, overseeing the contracts of more than 100,000 auto mechanics. He was appointed co-chair of the IAM Pension Fund in May, 1965. He was elected General Vice President for Transportation on August 1, 1967, giving him a seat on the union's Executive Council. He was promoted to the position of Resident Vice President (Chief of Staff to the International President) in 1972. Winpisinger became International President of the IAM on July 1, 1977. He held his first staff meeting at one minute past midnight, demonstrating to the staff that "A new day has dawned at the IAM." Becoming SANE (anti-nuclear weapons proliferation) Co-Chairman in 1979, he authored a peacetime conversion pamphlet "More Jobs - Converting to a Peacetime Economy," January 24, 1978, a provocative document sent to every IAM member's home. As President of the IAM, Winpisinger secured a seat on the Executive Board of the AFL–CIO, where he clashed frequently with the organization's president,
George Meany. Winpisinger called for Meany to step down, saying: "The best thing that could happen to the American Labor Movement would be for George Meany to drop dead." In his three terms as IAM President, Winpisinger was described in many ways - flamboyant, aggressive, radical, blunt and outspoken. In the first few months of his term as president he displayed those characteristics when he publicly called for the retirement or resignation of then president of the AFL–CIO, George Meany, because, in Winpisinger's estimation, an 83-year-old labor leader was too old to lead a workforce with an average age in its thirties. Winpisinger also gained national recognition when during the energy crisis of 1981. His union filed a lawsuit against the OPEC oil cartel, charging them with artificial price fixing in the
price of petroleum. That, in turn, Winpisinger pointed out, had a negative impact on the American economy, causing production interruptions and layoffs, denying his members their right to work. And, he concluded, if the United States government wouldn't do anything about it, his union, as a representative of American workers, would. Because of his unique leadership style, Winpisinger was sought out by the media. In 1979, he was the subject of a Columbia Broadcasting System (
CBS)
60 Minutes television feature proclaiming, "Wimpy, a New Breed of Labor Leader." A lifelong auto racing fan, Winpisinger was instrumental in the creation of
Machinists Union Racing, which operated from 1981 to 1990 under the leadership of IAM national automotive coordinator Andy Kenopensky. Philosophically he was considered to be to the left of many of his colleagues in organized labor. He was especially concerned about labor's poor public image and saw a need for more imaginative leadership in communicating the labor movement's mission and accomplishments. According to Winpisinger that mission was to serve the nation's oppressed and underprivileged. Winpisinger was active in many efforts promoting cooperation between labor, management and government. He served as a member of the AFL–CIO Executive Council; a member of the Finance Committee of the
Democratic National Committee; co-chair of the Collective Bargaining and Group Relations Institute; a trustee of the National Planning Association; President of the Citizen/Labor Energy Coalition; a member of the Board of Governors of the
National Space Institute; a board member of the
Americans for Democratic Action; a board member of the
Democratic Socialists of America; a member of the Executive Committee of the
International Metalworkers' Federation; and an Executive Board member of International Guiding Eyes. Winpisinger and his wife, Pearl, lived in
Silver Spring, Maryland, where they raised their five children. After his retirement, they moved to
Columbia, Maryland, where they lived until his death. He died of cancer on December 11, the day after his 73rd birthday, at the Howard County Memorial Hospital in Columbia, Maryland. He left 5 children and 8 grandchildren. ==Honors==