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Gene Mauch.

Mauch managed the Phillies (1960-1968), Expos (1969-1975), Twins (1976-1980), and Angels (1981-1982 and 1985-1987) without ever winning a pennant. He did win the AL West title twice with the Angels but lost in the ALCS both times, in 1982 to the Brewers and 1986 to the Red Sox.

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Q: What manager went 26 years managing in the majors without winning a league pennant?
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