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Cornelius McGillicuddy, better known as Connie Mack, holds the MLB record for most career losses by a manager. Of course, being as how he managed for over 50 years (Pittsburgh Pirates 1894-1896 and Philadelphia Athletics 1901-1950) he also holds the MLB record for most career victories by a manager. His career record as a manager was 3,731-3,948.

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17y ago

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Walter Alston of the Dodgers has won the most World Series with 4 (1955, 1959, 1963, 1965) and John McGraw of the Giants won 3 (1905, 1921, 1922).

Sparky Anderson of the Reds (1975, 1976), Frank Chance of the Cubs (1907, 1908), Tom Lasorda of the Dodgers (1981, 1988), Bill McKechnie of the Pirates (1925) and Reds (1940), Danny Murtaugh of the Pirates (1960, 1971), and Billy Southworth of the Cardinals (1942, 1944) each won 2 World Series.

As far as World Series games won John McGraw won 26, Walter Alston won 20, and Tom Lasorda and Sparky Anderson won 12.

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14y ago
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As of the start of the 2008 playoffs: 1) Joe Torre - 75

2) Bobby Cox - 66

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16y ago
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John McGraw

McGraw lost 6 World Series and won 3 as manager of the New York Giants.

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15y ago
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Q: What major league baseball manager has the most postseason wins?
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