Question: Who was selected to play for the New York Yankees, and went on to win five World Series Championships?

Context articles: Baltimore Orioles (minor league)
2000 World Series
1992 Major League Baseball draft
List of New York Yankees seasons
Derek Jeter
Core Four
1952 World Series
1939 World Series
1949 World Series
Andy Pettitte

"Orioles" is a traditional name for baseball clubs in Baltimore (after the state bird of Maryland, with the colors of black and orange/gold/yellow).
 It was used by major league teams representing the port city from 1882 through 1899 in the old American Association and the original National League two decades after its founding in 1876, and by a charter team franchise member of the new American League from 1901 through 1902.
 The American League franchise was later shifted against the city's will to New York City with former famous player and now owner/manager John McGraw in 1903 and renamed the New York Highlanders, which later became the modern New York Yankees, a decade later (in order to give the new A.L. "bragging rights" by also having a team in the "Big Apple" versus the New York Giants and the Brooklyn Dodgers).
 Their string of championships and hall-of-fame roster of players began in the "Roaring Twenties", some baseballers say with the trading of the now famous "Babe Ruth", the "Bambino", and "Sultan of Swat", George Herman Ruth of southwest Baltimore, (formerly briefly with the old, now minor league Orioles of the International League with owner/manager Jack Dunn (1878–1928) in 1914, then traded later in the season to the Boston Red Sox because of new Federal League competition from the neighboring Baltimore Terrapins) now from the also financially pressed Red Sox team in 1919 to the New York Yankees.
 Since 1923, the Yankees have compiled 27 World Series championships (with the St. Louis Cardinals being second, having won 11 between 1926 and 2011), and the 1980s are the only decade so far in which they have failed to win at least one title.
The 2000 World Series was the 96th edition of Major League Baseball (MLB)'s championship series, and the conclusion of the 2000 Major League Baseball season.
 A best-of-seven playoff, it featured a crosstown matchup between the two-time defending World Series champions and American League (AL) champion New York Yankees and the National League (NL) champion New York Mets.
 The Yankees defeated the Mets four games to one to win their third consecutive championship and 26th overall.
 It marks, to date, the last World Series with a repeat champion.
 It was the first postseason Subway Series since 1956.
 The Yankees were in the World Series for the third consecutive season and fourth in the past five years, and 37th overall.
 This made it the most of any team in MLB.
 The Mets qualified to play in the World Series for the fourth time in franchise history, making this the most of any expansion franchise in MLB and its first since winning the 1986 World Series.
 This is the most recent World Series in which both participating teams had made the postseason the previous year.
The 1992 Major League Baseball draft took place on June 1, 1992, through a conference call involving all 28 MLB teams of the time.
 Phil Nevin of Cal State Fullerton was the first overall selection, chosen by the Houston Astros.
 Derek Jeter, widely considered a future member of the National Baseball Hall of Fame, was selected by the New York Yankees with the sixth selection.
 In addition to Nevin, Paul Shuey, B. J. Wallace, Jeffrey Hammonds, and Chad Mottola were selected ahead of Jeter.
 Notable players taking in later rounds include Todd Helton and Jason Giambi.
The New York Yankees are a professional baseball team based in the Bronx, a borough of New York City, New York.
 Also known as "the Bronx Bombers" and "the Pinstripers", the Yankees play in the East Division of Major League Baseball's (MLB) American League (AL).
 In its 114 major league seasons, the franchise has won 27 World Series championships, the most of any MLB team and 16 more than the second-place St. Louis Cardinals.
 The Yankees played home games in Yankee Stadium from 1923 to 2008, except for a stint at Shea Stadium from 1974 to 1975 while Yankee Stadium was undergoing renovations.
 In 2009, the team moved into a new ballpark, which is also called Yankee Stadium.
Derek Sanderson Jeter ( ) (born June 26, 1974) is an American former professional baseball shortstop and the incoming CEO and part owner of the Miami Marlins.
 Jeter played 20 seasons in Major League Baseball (MLB) for the New York Yankees.
 A five-time World Series champion, Jeter is regarded as a central figure of the Yankees' success of the late 1990s and early 2000s for his hitting, baserunning, fielding, and leadership.
 He is the Yankees' all-time career leader in hits (3,465), doubles (544), games played (2,747), stolen bases (358), times on base (4,716), plate appearances (12,602) and at bats (11,195).
 His accolades include 14 All-Star selections, five Gold Glove Awards, five Silver Slugger Awards, two Hank Aaron Awards, and a Roberto Clemente Award.
 Jeter was the 28th player to reach 3,000 hits and finished his career ranked sixth in MLB history in career hits and first among shortstops.
 In 2017, the Yankees retired his uniform number 2.
The "Core Four" are the former New York Yankees baseball players Derek Jeter, Andy Pettitte, Jorge Posada, and Mariano Rivera.
 All four players were drafted or originally signed as amateurs by the Yankees in the early 1990s.
 They played together in the minor leagues, and made their Yankee major league debuts in 1995.
 Each of them was a key contributor to the Yankees' late-1990s dynasty that won four World Series championships in five years.
 By 2007, they were the only remaining Yankees from the franchise's dynasty of the previous decade.
 All four players were on the Yankees' active roster in 2009 when the team won the 2009 World Series—its fifth championship in the previous 14 years.
The 1952 World Series featured the 3-time defending champions New York Yankees beating the Brooklyn Dodgers in seven games.
 The Yankees won their 4th consecutive title—tying the mark they set between 1936 and 1939 under manager Joe McCarthy, and Casey Stengel became the second manager in Major League history with 4 consecutive World Series championships.
 This was the Yankees' 15th World Series championship win, and the 3rd time they defeated the Dodgers in 6 years.
The 1939 World Series featured the three-time defending champion New York Yankees against the Cincinnati Reds, who were making their first Series appearance since winning the scandal-tainted 1919 World Series.
 The Yankees swept the Series in four games for the second straight year, winning their record fourth consecutive title (they would later win five straight from 1949 to 1953).
 Yankee manager Joe McCarthy won his fifth title, tying the record held by Philadelphia Athletics manager Connie Mack.
The 1949 World Series featured the New York Yankees and the Brooklyn Dodgers, with the Yankees winning in five games for their second defeat of the Dodgers in three years, and the twelfth championship in team history.
 This victory would start a record run of five consecutive World Series championships by the Yankees, and was also the first of 14 AL pennants in 16 years (1949–1964 except for 1954 and 1959) for the Yankees.
Andrew Eugene Pettitte ( ; born June 15, 1972) is an American former baseball starting pitcher who played 18 seasons in Major League Baseball (MLB), primarily for the New York Yankees.
 He also pitched for the Houston Astros.
 Pettitte won five World Series championships with the Yankees and was a three-time All-Star.
 He ranks as MLB's all-time postseason wins leader with 19.