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On November 29, 2006 he was hired as vice chairman of the Seattle SuperSonics' ownership group, and was later named the Sonics' President of Basketball Operations on April 27, 2007. On July 6, 2007 Wilkens resigned from the Sonics organization. Wilkens currently is seen on Northwest FSN Studio as a College Hoops analyst and occasionally appears on College Hoops Northwest at game nights. He is the founder of the Lenny Wilkens Foundation for Children and lives in Medina, Washington.

The Hall of Famer was named head coach of the New York Knicks on January 15, 2004. After the Knicks' slow start to the 2004–05 season, Wilkens resigned from the team on January 22, 2005.

During the 1994–95 season, Wilkens set the record for most coaching wins in NBA history, a record he held when he retired with 1,332 victories. Wilkens is now third on the list behind Gregg Popovich and Don Nelson, who broke it in 2010. He won the Chuck Daly Lifetime Achievement Award for the 2010–11 NBA season. Wilkens is also the most prolific coach in NBA history, at 2,487 regular season games, 89 more games than Nelson, and over 400 more than any other coach, and has more losses than any other coach in NBA history, at 1,155.

Wilkens was a combined 13-time NBA All-Star as a player (nine times) and as a head coach (four times), was the 1993 NBA Coach of the Year, won the 1979 NBA championship as the head coach of the Seattle SuperSonics, and an Olympic gold medal as the head coach of the 1996 U.S. men's basketball team.

He coached in Seattle for eight seasons (1977–1985), winning his (and Seattle's) only NBA championship in 1979. He would go on to coach Cleveland (1986–1993), Atlanta (1993–2000), Toronto (2000–2003) and New York (2004–05).

Wilkens ended his career spending two seasons with the Cleveland Cavaliers (1972–1974) and one with the Portland Trail Blazers (1974–1975).

Wilkens was traded to the Seattle SuperSonics for Walt Hazzard and spent four seasons there. He averaged 22.4 points, 6.2 rebounds, and 8.2 assists per game in his first season for the SuperSonics, and was an All-Star in three of his seasons for them. He was named head coach in his second season with the team. Although the SuperSonics did not reach the playoffs while Wilkens simultaneously coached and started at point guard, their record improved each season and they won 47 games during the 1971–72 NBA season. Wilkens was dealt to the Cleveland Cavaliers before the start of the next season in a highly unpopular trade, and the SuperSonics fell to 26-56 without his leadership on the court.

From 1969 to 1972 with Seattle, and in his one season as a player with Portland, he was a player-coach. He retired from playing in 1975 and was the full-time coach of the Trail Blazers for one more season. After a season off from coaching, he again became coach of the SuperSonics when he replaced Bob Hopkins who was fired 22 games into the 1977–78 season after a dismal 5-17 start. The SuperSonics won 11 of their first 12 games under Wilkens and made the playoffs in back-to-back years, losing in seven games to the Washington Bullets in the 1978 NBA Finals before returning to the 1979 NBA Finals and defeating the Washington Bullets in five games for their first and only NBA title.

Wilkens was drafted sixth overall by the St. Louis Hawks in the 1960 NBA draft. He began his career with eight seasons with the St. Louis Hawks, who lost the finals to the Boston Celtics in his rookie season. The Hawks made the playoffs consistently with Wilkens but never again reached the finals. Wilkens placed second to Wilt Chamberlain in the 1967–1968 MVP balloting, his last with the Hawks.

Wilkens was a two-time All-American (1959 and 1960) at Providence College. He led the team to their first NIT appearance in 1959, and to the NIT finals in 1960. When he graduated, Wilkens was, with 1,193 points, the second-ranked scorer in Friar history (he has since dropped to 20th as of 2005). In 1996, Wilkens' No. 14 jersey was retired by the college, the first alumnus to receive such an honor. In honor of his collegiate accomplishments, Wilkens was one of the inaugural inductees into the College Basketball Hall of Fame in 2006.

Lenny Wilkens was born on October 28, 1937 in Brooklyn, New York, USA as Leonard Randolph Wilkens. He has been married to Marilyn J.