Jordan's Game 6 performance seemed to be a perfect ending to his career. With Phil Jackson's contract expiring, the pending departures of Scottie Pippen (who stated his desire to be traded during the season) and Dennis Rodman (who would sign with the Los Angeles Lakers as a free agent) looming, and being in the latter stages of an owner-induced lockout of NBA players, Jordan retired for the second time on January 13, 1999.
On January 19, 2000, Jordan returned to the NBA not as a player, but as part owner and President of Basketball Operations for the Washington Wizards. His responsibilities with the club were to be comprehensive, as he was in charge of all aspects of the team, including personnel decisions. Opinions of Jordan as a basketball executive were mixed. He managed to purge the team of several highly paid, unpopular players (such as forward Juwan Howard and point guard Rod Strickland), but used the first pick in the 2001 NBA Draft to select high schooler Kwame Brown, who did not live up to expectations and was traded away after four seasons.
Despite his January 1999 claim that he was "99.9% certain" that he would never play another NBA game, in the summer of 2001 Jordan expressed interest in making another comeback, this time with his new team. Inspired by the NHL comeback of his friend Mario Lemieux the previous winter, Jordan spent much of the spring and summer of 2001 in training, holding several invitation-only camps for NBA players in Chicago. In addition, Jordan hired his old Chicago Bulls head coach, Doug Collins, as Washington's coach for the upcoming season, a decision that many saw as foreshadowing another Jordan return.
On September 25, 2001 Jordan announced his return to professional play with the Wizards, indicating his intention to donate his salary as a player to a relief effort for the victims of the September 11, 2001 attacks. In an injury-plagued 2001–02 season, he led the team in scoring (22.90 ppg), assists (5.2 apg), and steals (1.42 spg). However, torn cartilage in his right knee ended Jordan's season after only 60 games, the fewest he had played in a regular season since a broken foot cut short his season in 1985–86.
Playing in his 14th and final NBA All-Star Game in 2003, Jordan passed Kareem Abdul-Jabbar as the all-time leading scorer in All-Star game history. That year, Jordan was the only Washington player to play in all 82 games, starting in 67 of them. He averaged 20.0 points, 6.1 rebounds, 3.8 assists, and 1.5 steals per game. He also shot 45% from the field, and 82% from the free throw line. Even though he turned 40 during the season, he scored 20 or more points 42 times, 30 or more points nine times, and 40 or more points three times. On February 21, 2003, Jordan became the first 40-year-old to tally 43 points in an NBA game. During his stint with the Wizards, all of Jordan's home games at the MCI Center (and nearly all of his road games as well) were sold out, and the Wizards were the most-watched team in the NBA, averaging 20,173 fans a game at home and 19,311 on the road. However, neither of Jordan's final two seasons resulted in a playoff appearance for the Wizards, and Jordan was often unsatisfied with the play of those around him. At several points he openly criticized his teammates to the media, citing their lack of focus and intensity, notably that of number one draft pick Kwame Brown.
With the recognition that 2002–03 would be Jordan's final season, tributes were paid to him in nearly every arena in the NBA. In his final game at his old home court, the United Center in Chicago, Jordan received a prolonged standing ovation. The Miami Heat retired the number 23 jersey on April 11, 2003, even though Jordan had never played for the team. At the 2003 All-Star Game, Vince Carter was originally selected to be the starter at shooting guard; however, he gave Jordan his spot out of respect, and the halftime ceremony was dedicated to Jordan's career.
Jordan's final NBA game was on April 16, 2003 in Philadelphia. After scoring only 13 points in the game, Jordan went to the bench with 4 minutes and 13 seconds remaining in the third quarter and with his team trailing the Philadelphia 76ers, 75-56. Just after the start of the fourth quarter, the First Union Center crowd began chanting "We want Mike!". After much encouragement from coach Doug Collins, Jordan finally rose from the bench and re-entered the game for Larry Hughes with 2:35 remaining. At 1:45, Jordan was intentionally fouled by the 76ers' Eric Snow, and stepped to the line to make both free throws. After the second foul shot, the 76ers in-bounded the ball to rookie John Salmons, who in turn was intentionally fouled by Bobby Simmons one second later, stopping time so that Jordan could return to the bench. Jordan received a three-minute standing ovation from his teammates, his opponents, and a crowd of 21,257 fans.
After his third retirement, Jordan assumed that he would be able to return to his front office position of Director of Basketball Operations with the Wizards. However, his previous tenure in the Wizards' front office had produced the aforementioned mixed results and may have also influenced the trade of Richard "Rip" Hamilton for Jerry Stackhouse (although Jordan was not technically Director of Basketball Operations in 2002). On May 7, 2003, Wizards owner Abe Pollin fired Jordan as Washington's President of Basketball Operations. Jordan later stated that he felt betrayed, and that if he knew he would be fired upon retiring he never would have come back to play for the Wizards.
Jordan kept busy over the next few years by staying in shape, playing golf in celebrity charity tournaments, spending time with his family in Chicago, promoting his Jordan Brand clothing line, and riding motorcycles. Since 2004, Jordan has owned a professional closed-course motorcycle roadracing team that competes in the premier Superbike class sanctioned by the American Motorcyclist Association (AMA). Jordan and his then-wife Juanita pledged $5 million to Chicago's Hales Franciscan High School in 2006, and the Jordan Brand has made donations to Habitat for Humanity and a Louisiana branch of the Boys & Girls Clubs of America. On June 15, 2006, Jordan became a part-owner of the Charlotte Bobcats and was named "Managing Member of Basketball Operations." He has the largest individual holding in the team after majority owner Robert L. Johnson. Despite Jordan's previous success as an endorser, he has made an effort not to be included in Charlotte's marketing campaigns.
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