In the first season at new Yankee Stadium, Derek Jeter broke Lou Gehrig’s 72-year-old record for the most hits in Yankees history with hit number 2,722, a ground-ball through the left side off Orioles rookie Chris Tillman leading off the third inning on Sept. 11, 2009. The Yankees captain, who has been their starting shortstop since 1996 and led them to five World Series titles, announced on Facebook Wednesday that he will retire after the 2014 season. (Anthony J. Causi/Icon SMI)
GALLERY: Derek Jeter’s Greatest Hits

In the first season at new Yankee Stadium, Derek Jeter broke Lou Gehrig’s 72-year-old record for the most hits in Yankees history with hit number 2,722, a ground-ball through the left side off Orioles rookie Chris Tillman leading off the third inning on Sept. 11, 2009. The Yankees captain, who has been their starting shortstop since 1996 and led them to five World Series titles, announced on Facebook Wednesday that he will retire after the 2014 season. (Anthony J. Causi/Icon SMI)

GALLERY: Derek Jeter’s Greatest Hits

After Mariano Rivera retired all four batters he faced on Sept. 27, 2013, manager Joe Girardi delegated his pitching change to a pair of tenured veterans, Andy Pettitte and Derek Jeter, who walked out to retrieve Rivera for retirement. As they reached the mound, Rivera dissolved into tears on Pettitte’s shoulder, where he stayed buried for half a minute, longtime teammates who quite literally grew up together through the ranks of the Yankees organization. Rivera then spent time on Jeter’s shoulder before the Captain told him, “Time to go.” (Bill Kostroun, Kathy Willens/AP)
GALLERY: Memorable Farewells

After Mariano Rivera retired all four batters he faced on Sept. 27, 2013, manager Joe Girardi delegated his pitching change to a pair of tenured veterans, Andy Pettitte and Derek Jeter, who walked out to retrieve Rivera for retirement. As they reached the mound, Rivera dissolved into tears on Pettitte’s shoulder, where he stayed buried for half a minute, longtime teammates who quite literally grew up together through the ranks of the Yankees organization. Rivera then spent time on Jeter’s shoulder before the Captain told him, “Time to go.” (Bill Kostroun, Kathy Willens/AP)

GALLERY: Memorable Farewells

Derek Jeter fields a ground ball during a 2012 Yankees home game.  After the 2010 season, the Yankees captain agreed to a new three-year, $51 million contract that includes a player option for the 2014 season, a salary that made him the highest-paid shortstop in the game and still one of the 20 highest-paid players in baseball. (Chuck Solomon/SI)
GALLERY: Baseball’s $100 Million Men

Derek Jeter fields a ground ball during a 2012 Yankees home game.  After the 2010 season, the Yankees captain agreed to a new three-year, $51 million contract that includes a player option for the 2014 season, a salary that made him the highest-paid shortstop in the game and still one of the 20 highest-paid players in baseball. (Chuck Solomon/SI)

GALLERY: Baseball’s $100 Million Men

Derek Jeter, Tino Martinez and Mariano Rivera strike a pose during a 1998 SI photo shoot. Jeter is the last man standing for this year’s playoff run as Martinez is long retired and Rivera is recovering from season-ending surgery. According to SI’s Joe Lemire, the key for New York will be Robinson Cano who is hitting .615 with three home runs and 14 RBIs over the last nine games. (Brian Lanker/SI)
GALLERY: Classic Photos of the New York YankeesLEMIRE: Hot hitters like Cano key to success in OctoberJAFFE: Does momentum matter going into postseason?

Derek Jeter, Tino Martinez and Mariano Rivera strike a pose during a 1998 SI photo shoot. Jeter is the last man standing for this year’s playoff run as Martinez is long retired and Rivera is recovering from season-ending surgery. According to SI’s Joe Lemire, the key for New York will be Robinson Cano who is hitting .615 with three home runs and 14 RBIs over the last nine games. (Brian Lanker/SI)

GALLERY: Classic Photos of the New York Yankees
LEMIRE: Hot hitters like Cano key to success in October
JAFFE: Does momentum matter going into postseason?

Derek Jeter of the Chandler Diamondbacks runs the bases during a 1994 Arizona Fall League game. The shortstop, who is celebrating his 38th birthday today, would make his major league debut six months later and would go onto become one of the greatest players in Yankees history. (V.J. Lovero/SI)GALLERY: Derek Jeter: In The Spotlight | Jeter’s Greatest HitsSI VAULT: 2009 Sportsman Of The Year: Derek Jeter

Derek Jeter of the Chandler Diamondbacks runs the bases during a 1994 Arizona Fall League game. The shortstop, who is celebrating his 38th birthday today, would make his major league debut six months later and would go onto become one of the greatest players in Yankees history. (V.J. Lovero/SI)

GALLERY: Derek Jeter: In The Spotlight | Jeter’s Greatest Hits
SI VAULT: 2009 Sportsman Of The Year: Derek Jeter