Sports Derek Jeter's defining moments By Nina Ruggiero Updated June 26, 2017 2:57 PM Print Share fbShare Tweet Email From a high school shortstop whose life-long dream came true when he was drafted by the New York Yankees, to a 13-time All-Star and five-time World Series champion revered as captain to the winningest team in baseball, Derek Jeter's career is one for the ages. It hasn't all been a fairy tale, though. Here's a look at his best and worst moments in pinstripes. June 1, 1992 | The call Photo Credit: Kalamazoo Gazette / Landov Jeter was a baseball star at Kalamazoo Central High School when the Yankees called his parents' Michigan home to arrange a meeting. By June 27, 1992, a day after his 18th birthday, Jeter had signed on with his favorite team for $800,000 as a first-round draft pick, sixth overall. May 29, 1995 | The big leagues Photo Credit: Newsday/Paul J. Bereswill When Yankees shortstop Tony Fernandez was put on the disabled list, Jeter was called up from the minor leagues. In his second game, he got two hits and scored his first major-league run. Baseball America rated Jeter the sixth-best prospect in baseball, and manager Joe Torre insisted he would be the team's starting shortstop going into the 1996 season. 1996 | A dynasty is born Photo Credit: Getty Images/Henny Ray Abrams What a year 1996 was for Jeter. It started with his first major-league home run on Opening Day and ended with his first World Series championship against the Atlanta Braves, the first for the Yankees since 1978. Jeter batted .361 in the playoffs and was named American League Rookie of the Year. 1998 | Officially an All-Star Photo Credit: Newsday/Audrey C. Tiernan Jeter helped the Yankees bounce back from a disappointing 1997 season as the team won a franchise-record 114 games. He made his first appearance in the All-Star Game and led the American League in runs scored with 127. He batted .353 in the World Series, and the Yanks swept the San Diego Padres in four games. 1999 | On top of the world Photo Credit: Leslie Mazoch Jeter set career highs in batting average, home runs, RBIs, on-base percentage, slugging percentage, triples and walks, and he had a 17-game hitting streak in the postseason that dated back to 1998. He hit .375 in the playoffs as the Yankees went 11-1 against the Rangers, Red Sox and Braves on the road to their third World Series title in four years. 2000 | MVP times two Photo Credit: Getty Images/John Mabanglo In 2000, Jeter became the first to be named Most Valuable Player in both the All-Star Game and the World Series in one season. The only thing sweeter than that for the superstar shortstop? Beating the Mets in the Subway Series, with a .409 batting average and two homers. 2001 | Mr. November Photo Credit: Newsday/John Keating The fall of 2001 was a trying time for New Yorkers and the entire nation, and the Yankees' championship race gave the city something to cheer for again. The Arizona Diamondbacks won the World Series in the end, but the energy at Yankee Stadium was unforgettable. Known for thriving under pressure, Jeter hit a walk-off home run in the bottom of the 10th inning of Game 4, giving the Yankees a win in the first MLB game ever completed in November and earning himself the nickname "Mr. November." June 3, 2003 | The captain Photo Credit: Newsday/Jiro Ose After getting 191 hits for the second straight season in 2002 and continuing to distinguish himself as a leader on and off the field, the Yankees named Jeter their captain. He was just the 11th captain in the history of the Yankees, and the first since Don Mattingly retired eight years before. He suffered a shoulder injury on Opening Day 2003 and missed the first six weeks of the season, but he didn't waste any time upon his return, nabbing 29 hits in his first 23 games. After a come-from-behind win against their rival Boston Red Sox, the Yankees advanced to the World Series but lost to the Florida Marlins that year. 2004-2006 | The "Golden" era Photo Credit: Newsday/David L. Pokress Jeter's prowess in the infield won him the Gold Glove Award for three straight seasons from 2004 to 2006, which he rounded out with a Silver Slugger Award in 2006 for being the best offensive shortstop in the league. The Yankees did not capture any World Series championships in that time, but they did keep up a nine-year streak of division titles. 2008 | The year the lights went out Photo Credit: Newsday/David L. Pokress The final season ever played in the old Yankee Stadium, "The House that Ruth Built," was perfect in some ways and a huge disappointment in others. Jeter moved past Lou Gehrig and will forever hold the record for most hits at the old stadium. The final game played there on Sept. 21, 2008, ended with a 7-3 win for Andy Pettitte, with the final three outs thrown by Mariano Rivera before the captain faced the crowd for a heartfelt farewell address. However, just two days later, the Yankees were officially eliminated from playoff contention and would be sitting out of the postseason for the first time since 1993. 2009 | They're baaack Photo Credit: Getty Images Though Jeter didn't get his picture-perfect ending in the old Yankee Stadium, the new stadium's initiation couldn't have been better. Jeter passed Gehrig to become the Yankees' all-time hits leader on Sept. 11, batted .407 in the World Series, and, most importantly, the Core Four of Jeter, Rivera, Pettitte and Jorge Posada captured their fifth World Series rings after defeating the Philadelphia Phillies in six games. July 9, 2011 | DJ3K Photo Credit: Jim McIsaac Fans went wild as Jeter chased 3,000 hits in the summer of 2011, and the captain reached the milestone with his signature flair. Jeter went into the game against the Tampa Bay Rays two hits short, started with a lead-off single, and in his next at-bat crushed a home run off of David Price, making him only the second player in history to hit 3,000 in such grand fashion. He had three more hits after that, going 5-for-5 and batting in the go-ahead RBI in the Yankees' win. 2012-2013 | Struggle to stay healthy Photo Credit: Getty Images After a strong 2012 regular season that kicked off with a hot streak in April and finished with Jeter having the most hits in baseball, the shortstop fractured his ankle during Game 1 of the American League Championship Series as horrified Yankees fans looked on. He spent the offseason rehabilitating, and although he still showed glimpses of his old self -- the first pitch he faced in 2013 was a home run -- Jeter would face multiple physical setbacks during that "nightmare" season and was only able to play in 17 games. 2014 | The grand finale Photo Credit: Getty Images/Al Bello Before reporting for spring training, Jeter made a pivotal announcement. "I know it in my heart. The 2014 season will be my last year playing professional baseball," he wrote in a letter posted on Facebook. "But before that, I want to soak in every moment of every day this year, so I can remember it for the rest of my life. And most importantly, I want to help the Yankees reach our goal of winning another championship." May 14, 2017 | Retiring No. 2 Photo Credit: Getty Images / Jim McIsaac The Yanks officially retired Jeter's No. 2 in Monument Park during an emotional ceremony at Yankee Stadium on May 14, 2017. "I say this very humbly, that there isn't a person or player I would trade places with that's playing now or ever," Jeter said during his retirement speech. "And the reason why I say that is because I got a chance to play for a first-class organization and in front of the greatest fans in the history of sports." Jeter's wife, Hannah, his mother, Dorothy, and sister, Sharlee, joined him on the field during the ceremony. By Nina Ruggiero Share on Facebook Share on Twitter Comments We're revamping our Comments section. Learn more and share your input.