Flick began his career in semi-professional baseball and played in minor league baseball for two years. He was noticed by George Stallings, the manager of the Phillies, who signed Flick as a reserve outfielder. Flick was pressed into a starting role in 1898 when an injury forced another player to retire. He excelled as a starter. Flick jumped to the Athletics in 1902, but an court injunction prevented him from playing in Pennsylvania. He joined the Naps, where he continued to play for the remainder of his major league career, which was curtailed by a stomach ailment.

Flick was known predominantly for his solid batting and speed. He led the National League in RBIs in 1900, and led the American League in stolen bases in 1904 and 1906, and in batting average in 1905.

Flick was born on January 11, 1876, the third of five children of Zachary and Mary Flick, on the family farm in Bedford, Ohio. His father was a farmer and mechanic who had served in the American Civil War. Flick attended Bedford High School, where he played catcher on the school's baseball team. He also played American football, wrestled, and boxed.

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