Word: bossdom
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Dates: during 1920-1929
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...player and duck hunter, a successful and honest businessman, a philanthropist who gave away several hundred wooden legs*-he was sincerely mourned. The triumph of his career as boss came in 1923 when he put honest William Emmett Dever into Chicago's mayorship. In 1926, Brennan "bet his bossdom against a seat in the U. S. Senate that Illinois is sick of Prohibition"-and lost to Senator-eject Frank L. Smith...
Businessman-Boss Brennan is getting mellow. He is playing his last big game, "betting his bossdom against a seat in the U. S. Senate that Illinois is sick of prohibition." The voters perk up their ears and open their eyes. Now they can see how this backroom worker of cigar stores and old saloons performs. He feeds their curiosity with garrulous anecdotes, he says little of economic significances...