Boston Celtics (1998–2013)
Pierce was selected with the 10th overall pick in the 1998 NBA draft by the Boston Celtics, a team he "despised" growing up. He scored 19 or more points in 10 of his first 11 contests. For that year, he averaged 16.5 points and finished third in the voting for Rookie of the Year honors. In his second season, he raised his scoring average to 19.5 points per game. In the 2000–01 season, Pierce appeared in 82 games (all starts), averaging 25.3 points, 6.4 rebounds, 3.1 assists and 1.68 steals in 38.0 minutes. He led the Celtics and finished eighth in the league in points per game and fourth in total points (2,071). He was named NBA Player of the Month for March 2001 after averaging 30.3 points, 7.2 rebounds, 3.4 assists, and 1.60 steals for the month.
In the 2001–02 season, Pierce was named Eastern Conference Co-Player of the Month twice, for December and April. That season, Pierce led the Celtics to the playoffs for the first time in seven years and on to the Eastern Conference Finals. In Game 3 of the conference finals, the Celtics pulled off the largest fourth-quarter comeback in NBA playoff history, with Pierce scoring 19 of his 28 points in the final 12 minutes as Boston overcame a 21-point deficit to beat the New Jersey Nets 94–90. The win gave the Celtics a 2–1 advantage in the series; however, the Nets went on to win the series in six games.
From 2002 to 2006, Pierce made the All-Star team every season. He led the league in total points (2,144) in 2002 and was an All-NBA Third Team selection in 2002 and 2003. In the 2007 offseason, Pierce requested a trade to the Dallas Mavericks, and stated that he would publicly demand a trade unless the Celtics acquired a co-star for him. A three-team trade between the Celtics, Mavericks, and the Atlanta Hawks was nearly completed, but Atlanta canceled the trade upon learning that Boston would receive a first-round pick. Instead, the Celtics decided to fulfill Pierce's request for a co-star.
Prior to the 2007–08 season, the Celtics acquired the services of fellow NBA All-Stars Ray Allen and Kevin Garnett. The pair combined with Pierce to form a "Big Three". The Celtics completed the largest single-season turnaround in NBA history, with the "Big Three" leading Boston to 66 wins in the regular season, a 42-game improvement. However, the team struggled initially in the playoffs. The Atlanta Hawks took them to seven games in the first round, as did the Cleveland Cavaliers in the conference semifinals. In Game 7 of their series against the Cavaliers, Pierce racked up the second most Game 7 points in franchise history with 41 as the Celtics edged the Cavaliers to advance to the Eastern Conference Finals. The Celtics went on to defeat the Detroit Pistons in six games in the Eastern Conference Finals, winning two road games.
On June 5, 2008, in Game 1 of the 2008 NBA Finals against the Los Angeles Lakers, Pierce was injured in the third quarter and was carried off the court appearing to be in serious pain. However, he came back to the court only a few minutes later to spark the Celtics with 15 points in the third quarter en route to a 98–88 victory. He went on to lead the Celtics to their 17th championship with a 4–2 series victory over the Lakers. Pierce was named the NBA Finals Most Valuable Player after averaging 22 points per game over the six-game series.
Pierce and the Celtics looked to repeat as world champions during the 2008–09 NBA season. Pierce missed only one game the entire season and led the team in scoring. He was named to the 2009 NBA All-Star Game and for the first time to the All-NBA Second Team. Despite Pierce's success, with Kevin Garnett injured, the Celtics lost in the second round of the 2009 NBA Playoffs.
At the 2010 NBA All-Star Game at Cowboys Stadium in Arlington, Texas, Pierce became the first Celtic since Larry Bird to win the Three-Point Contest.
In Game 3 of the first round between the Celtics and Miami Heat in the 2010 NBA Playoffs, Pierce hit a 21-foot jumper at the buzzer to beat Miami 100–98 and give the Celtics a 3–0 series lead. The Celtics went on to win that series, and also defeated the heavily favored Cavaliers in the second round. They faced the Orlando Magic in the Eastern Conference Finals and beat them in 6 games to advance to their second Finals appearance in the Big 3 era. They faced off against the Lakers in a rematch of the 2008 NBA Finals and took a 3–2 lead heading back to Los Angeles. However, in spite of Rasheed Wallace more than making up for the loss of injured center Kendrick Perkins, the Celtics were blown out in Game 6 and lost a 13-point second-half lead in Game 7, losing the deciding game 83–79.
On June 29, 2010, Pierce opted out of his contract and invoked his early termination clause to become an unrestricted free agent on July 1, 2010. However, on July 2, Pierce and the Celtics verbally agreed to a four-year extension keeping him in Boston through the 2013–14 season.
On November 3, 2010, during a game against the Milwaukee Bucks, Pierce scored his 20,000th career point on a free throw, becoming the third player in Celtics history to reach that milestone solely in a Celtics uniform. The Celtics finished the season with the number 3 seed in the Eastern Conference and swept the New York Knicks in the first round of the playoffs. In the second round, the Celtics took on the Miami Heat and their big three of LeBron James, Dwyane Wade, and Chris Bosh. The Celtics lost to Miami, who eventually moved on to the NBA Finals, in five games.
On February 7, 2012, during a game against the Charlotte Bobcats, Pierce scored 15 points to pass Larry Bird for second place on the Boston Celtics' all-time scoring list. He was named to his tenth NBA All-Star appearance on February 9, 2012. He then played his 1,000th career game with the Celtics on March 9, 2012, against the Portland Trail Blazers; only Pierce, John Havlicek, and Robert Parish have played in over 1,000 career games for the Celtics. For the 2011–12 season, Pierce averaged 19.4 points, 4.5 assists, and 5.2 rebounds per game as the Celtics finished the season 39–27 during the shortened lockout season.
In the playoffs, the Celtics beat the Hawks in six games in the first round, as Pierce averaged 21.2 points per game during the series. In the conference semifinals, the Celtics faced the Philadelphia 76ers led by Doug Collins. They pushed the Celtics into a full seven-game series, but the Celtics won the final game 85–75. The Celtics then played the Miami Heat in the conference finals. Pierce hit a crucial 3-pointer over LeBron James in game 5 to take a series lead of 3–2, but the Celtics lost the last two games, and the Heat advanced to the NBA Finals. Pierce finished the playoffs averaging 18.9 points per game while shooting only 38.6 percent from the field and 31 percent from three.
The 2012–13 season did not go as planned for the Celtics, with All-Star point guard Rajon Rondo out with a torn ACL injury. On January 27, 2013, against the Miami Heat, Pierce recorded his first triple-double of the season with 17 points, 13 rebounds, and 10 assists. On February 10, 2013, against the Denver Nuggets, Pierce recorded his second triple-double of the season with 27 points, 14 rebounds, and 14 assists becoming the oldest player, in a game of any length, to record at least 20 points, 12 rebounds, and 12 assists (previously held by Larry Bird). On March 29, 2013, against the Atlanta Hawks, Pierce recorded his third triple-double of the season with 20 points, 10 rebounds, and 10 assists. Pierce finished the 2012–13 season with season averages of 18.6 points, 6.3 rebounds, and 4.8 assists per game while the Celtics managed to clinch the 7th seed in the playoffs with a 41–40 season record (with one game not played because of the Boston Marathon bombing). The Celtics lost to the New York Knicks in the 1st round in six games. Pierce averaged 19.2 points per game while shooting a poor 36.8 percent from the field and 26.8 percent from three-point range along with 5.7 rebounds and 5.3 assists in the playoff series loss.