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On February 1, 2017, it was announced that Willams would be playing in the 3-on-3 basketball league BIG3, on the 3 Headed Monsters with former teammate Rashard Lewis. In his debut he injured his knee, and missed the remainder of the BIG3 season as a result.

He signed a two-year deal with the Memphis Grizzlies on February 7, 2011, returning to the team where he was their all-time assists leader (since surpassed by Mike Conley). The rest of the season was fully guaranteed, with a player option for the second year of the contract.

On April 18, 2011, Williams officially announced his second retirement from the NBA.

Williams played in all 82 games for the Magic that year, including 18 starts when Jameer Nelson was injured. He also played in all 14 of their playoff games, as the Magic advanced to the Eastern Conference Finals, where they lost to the Boston Celtics in six games. He re-signed with the team on August 3, 2010.

On September 29, 2010, Williams had arthroscopic knee surgery, though he was still able to play the season-opener on October 28. After missing time due to injury, Williams was unable to crack the Magic's rotation behind Nelson and new acquisitions Chris Duhon and Gilbert Arenas. He was granted his release from the team on January 26, 2011.

In February 2009, Williams announced he would attempt a return to the NBA. On August 19, 2009, Williams signed with the Orlando Magic. The move reunited Williams with Stan Van Gundy, his former coach in Miami, who pushed the team to make the signing. Orlando was also located just south of Gainesville, where he had gone to college.

In the summer of 2008, Williams signed with the Los Angeles Clippers to a one-year deal. However, on September 26, 2008 Williams announced his retirement from the NBA after 10 years due to persistent injuries.

In the 2007–08 season, Williams played 67 games while averaging 8.7 points and 4.6 assists per game. He shot 41.5 percent from the field, 86.3 percent from the free-throw line, and 35.3 percent from beyond the three-point arc. In March, he had 34 points versus Orlando, connecting on five three-point baskets. He had two double-doubles: one against Phoenix and one against the Bucks; both were 21-point, 10-assist performances.

Williams also has a number of tattoos, which include a panther on his right arm, a dragon on his left arm (which was redone in the 2007–08 season), an eye on his chest of which he said, "It's why I pass so good, I have a 3rd eye". In the 2000–01 season, he had a wolf holding a basketball on his arm, and "WHITEBOY" tattooed across his knuckles. He also has his children's names on his forearms.

He started all of Miami's playoff games in 2006 when they won the NBA championship. The Heat named Williams one of their top 25 players of all time in 2007.

In the 2006–07 season, Williams was limited to 61 games, of which he started 55. He averaged 10.9 points and 5.3 assists, which did not meet his career averages of 11.7 and 6.5. His play dropped dramatically in the postseason, averaging 5.8 points per game and 3.5 assists per game. His struggles contributed to the Heat being swept by the Bulls in four games in the first round of the playoffs.

After Memphis was swept by the Phoenix Suns in the 2005 NBA Playoffs, Williams was reportedly involved in an altercation with Geoff Calkins, a columnist for the Commercial Appeal. Sources said that Williams screamed in Calkins' ear and took his pen away from him. Calkins had previously quoted Williams as saying, "I'm happy. I go home and see my kids and my wife and I'm OK. All of this [stuff] is secondary to me."

Calkins was critical of the Grizzlies' lackadaisical play and had alleged that Williams did not care about winning basketball games. Williams was fined $10,000 for the incident on May 4, 2005. Williams maintained that the quotations were out of context, especially after Williams had delivered spectacular performances during the series, despite the Grizzlies' loss.

On August 2, 2005, Williams and teammate James Posey were two of thirteen players involved in the biggest trade in league history that saw them being dealt to the Miami Heat in exchange for shooting guard Eddie Jones.

Williams started at point guard for the Heat in the 2005–06 campaign, playing a total of 59 games due to a knee injury but placing second only to Dwyane Wade in minutes per game. He would serve as the third leading scorer for Miami averaging 12.3 points a game, only trailed Wade with 4.9 assists per contest and was one of three players on the team with over 100 three-point baskets for the season. In the playoffs his averages were lower than the regular season, but he scored in double figures 11 times in the post-season including 21 points on 10 of 11 in Game 6 of the Eastern Finals against the Detroit Pistons. Miami closed out Detroit in that game and would win the NBA Championship over the Dallas Mavericks, giving Williams his first and only title.

Williams is a close friend of former Miami Heat teammate and center Shaquille O'Neal, having been neighbors in Orlando for three years. "I was the one who helped broker the deal this summer", O'Neal said (in 2005) of the five-team, 13-player trade that brought Williams to Miami. "He wanted to play with me and I wanted to play with a guard who loves to pass and I think it'll be a good combination for myself and [guard] Dwyane Wade."

In 2003, Williams, when he was playing for the Memphis Grizzlies, along with Dr. Bob Wallace of the UT Medical Group founded the We Will Foundation, a charitable foundation to benefit children facing treatment for craniofacial deformities.

On February 28, 2001, Williams allegedly shouted racist slurs to Michael Ching, a Golden State Warriors season ticket-holder, and to several other Asian Americans seated beside Ching during a Warriors game at the Oakland Arena. As recounted by a letter Ching sent to NBA commissioner David Stern, Williams retaliated against heckling made by Ching and his party midway through the first half.

In 2001, the Kings traded Williams and Nick Anderson to the Vancouver Grizzlies for Mike Bibby and Brent Price. The team relocated to Memphis, Tennessee several weeks after the trade. In 2002, Grizzlies' general manager Jerry West hired Hubie Brown out of retirement to coach the team. The team improved by a franchise record 28 wins in Brown's first season.

On July 20, 2000, Williams was suspended for the first five games of the 2000–01 NBA season for failure to comply with his treatment obligations under the NBA's anti-drug program. The NBA does not release details of violations of the anti-drug program.

The NBA had previously fined Williams $10,000 for comments to a fan at the Alamodome in San Antonio, Texas, in 2000.

Early in his career, Williams built a reputation for an unorthodox "street" style of play. He became a regular on SportsCenter for his spectacular passes and dazzling assists. He regularly attempted, and mostly completed passes such as behind-the back, no-look and half-court. Popular user-generated Internet-video sites contain many "home-made" highlight videos dedicated solely to Williams' highlights. He was also known for taking spectacular three-point shots that drove home audiences wild. With his risky play, he was turnover-prone at times: in his second and fourth years, he peaked at over 3.5 per game. His playing style led Williams to be benched during crucial periods of some games. For example, in the 2000 NBA Playoffs, Williams sat out most of the fourth quarter in all five games against the Los Angeles Lakers.

In the Rookie Challenge of the NBA All-Star Weekend in 2000, in a counter-attack, Williams made a no-look, behind-the-back pass off the elbow on a full sprint to Raef LaFrentz. "I did it so you all wouldn't ask me to ever do it again", Williams said.

Following his suspension by the University of Florida, Williams decided to make himself eligible for the NBA draft. He was the seventh overall selection in the 1998 NBA draft by the Sacramento Kings.

When Marshall coach Billy Donovan accepted the head coaching position at the University of Florida in the summer of 1996, Williams decided to transfer and follow Donovan to Florida. After sitting out the 1996–97 season as required by the NCAA transfer rule, he became the starting point guard for the Florida Gators men's basketball team during the 1997–98 season, and set a Florida Gators single-game record with 17 assists in a December 3, 1997 game against Duquesne. Through twenty games, he averaged 17.1 points, 6.7 assists and 2.8 steals per game, and led the Gators to an 86–78 upset of the Kentucky Wildcats in Lexington, Kentucky. In February 1998, however, the University of Florida suspended him for the remainder of the season for marijuana use, after two previous suspensions for the same infraction.

Williams was born in Belle, West Virginia. He attended the now-defunct DuPont High School in Belle, where he played high school basketball for the DuPont Panthers in 1994, and led his high school team to the state championship before being defeated in the final. He became the only player in DuPont team history to reach 1,000 points and 500 assists. USA Today named Williams the West Virginia Player of the Year in 1994. Pro Football Hall of Fame wide receiver Randy Moss was one of Williams' high school basketball teammates.

Williams originally committed to play college basketball for Providence College, but instead chose to attend Marshall University after Providence coach Rick Barnes left for Clemson. At Marshall, he played for coach Billy Donovan's Marshall Thundering Herd men's basketball team from 1994 to 1996. After redshirting his first season, he averaged 13.4 points and 6.4 assists per game during his 1995–96 freshman year.

Jason Chandler Williams (born November 18, 1975) is an American retired professional basketball player who was a point guard in the National Basketball Association (NBA) for twelve seasons during the late 1990s and 2000s. A native of West Virginia, Williams played college basketball for Marshall University and the University of Florida. The Sacramento Kings selected him in the first round of the 1998 NBA draft. Williams also played for the Memphis Grizzlies, Miami Heat, and Orlando Magic throughout his career. Due to his flashy style of play, Williams was given the nickname "White Chocolate".