Eckstein played baseball all four years at Seminole High School in Sanford, Florida. He was a two-time all-state selection, and a prominent member of a state championship team. He was also a member of the National Honor Society and the Fellowship of Christian Athletes. Eckstein was voted "Most Helpful" in the Class of 1993.\n', '

In addition, Eckstein played American Legion Baseball for Post 53.\n', '

At the University of Florida in Gainesville, Florida, Eckstein was a walk-on player for coach Joe Arnold\'s Florida Gators baseball team in the fall of 1994; he later earned an athletic scholarship. A standout in the Southeastern Conference (SEC), he was a first-team All-SEC selection in 1995 and 1996, a first-team All-American in 1996, a three-time SEC Academic Honor Roll selection (1995–1997), and the first two-time Academic All-American in Gators baseball history. Eckstein was a member of the 1996 Gators squad that finished third in the College World Series. He was inducted into the University of Florida Athletic Hall of Fame as a "Gator Great" in 2007.\n', '

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