He played in 13 seasons of Major League Baseball (MLB), with most of his career spent with the Pittsburgh Pirates and the Arizona Diamondbacks, then with several other teams during his last four years.

A middle infielder, Womack was recognized for his speed and base-stealing prowess and his key hits in the 2001 playoffs which led to the Diamondbacks 2001 World Series win over the New York Yankees.

Womack was an important part of the Arizona Diamondbacks' world championship team in 2001, especially with two key base hits that both came in the bottom of the ninth inning of deciding games in the playoffs.

Later, Womack set up Luis Gonzalez' famous game-winning single in Game 7 of the World Series with a game-tying one-out hit against the Yankees' Mariano Rivera.

Womack signed with the Red Sox but was traded to the Cardinals before the start of the 2004 season,[3] and he was moved back to his original position at second base.