The Yankees drafted Jeter out of high school in 1992, and he debuted in the major leagues in 1995. The following year, he became the Yankees' starting shortstop, won the Rookie of the Year Award, and helped the team win the 1996 World Series. Jeter continued to contribute during the team's championship seasons of 1998–2000; he finished third in voting for the American League Most Valuable Player Award in 1998, recorded multiple career-high numbers in 1999, and won both the All-Star Game MVP and World Series MVP Awards in 2000. He has consistently placed among the AL leaders in hits and runs scored for the past ten years, and since 2003 has served as the Yankees' team captain. Throughout his career, Jeter contributed reliably to the Yankees' franchise successes. He holds many postseason records, and has a .351 batting average in the World Series. Jeter has earned the titles of "Captain Clutch" and "Mr. November" due to his postseason heroics. Jeter retired following the 2014 season.

This 1993 Topps Gold Derek Jeter rookie card was graded an 8 by PSA.