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bowler (n.1)

"hard, round, low-crowned hat," 1861, said to be from a J. Bowler, 19c. London hat manufacturer. A John Bowler of Surrey, hat manufacturer, was active from the 1820s to the 1840s, and a William Bowler, hat-manufacturer, of Southwark Bridge Road, Surrey, sought a patent in 1854 for "improvements in hats and other coverings for the head." But perhaps the word is simply from bowl (n.); compare Old English heafodbolla "brainpan, skull." The earliest usages are with a lower-case b-.

bowler (n.2)

"player at bowls," c. 1500; in cricket, the player who serves the ball. Agent noun from bowl (v.).

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Definitions of bowler from WordNet

bowler (n.)
a cricketer who delivers the ball to the batsman in cricket;
bowler (n.)
a player who rolls balls down an alley at pins;
bowler (n.)
a felt hat that is round and hard with a narrow brim;
Synonyms: bowler hat / derby hat / derby / plug hat
From wordnet.princeton.edu