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.
At Boys High School, Wilkens was a basketball teammate of longtime Major League Baseball star Tommy Davis.
Wilkens was drafted sixth overall by the St. Louis Hawks in the 1960 NBA Draft. He played for the Hawks (1960-1968), Seattle SuperSonics (1968-1972), Cleveland Cavaliers (1972-1974) and Portland Trail Blazers (1974-1975).
Wilkens placed second to Wilt Chamberlain in the 1967-1968 MVP balloting. Wilkens was a nine-time NBA All-Star, and was named the 1971 NBA All-Star Game MVP in 1971. He led the league in assists in the 1969-70 season, and at the time of his retirement, Wilkens was the NBA's second all-time leading playmaker, behind only Oscar Robertson.
He retired from playing in 1975 and was the full-time coach of the Trail Blazers for one more season. After a season off, in 1977 he again became coach of the SuperSonics, where he coached for eight seasons (1977-1985), winning his (and Seattle's) only NBA Championship in 1979. He would go on to coach Cleveland (1987–1993), Atlanta (1993–2000), Toronto (2000–2003) and New York (2004–2005).
The Hall of Famer was named head coach of the New York Knicks on January 15, 2004. After the Knicks' slow start to the 2004-2005 season, Wilkens resigned from the team on January 22, 2005.
He coached the Olympic Champion Men's Basketball team in 1996 and was assistant coach's on the 1992 USA Olympic Dream Team.
Wilkens is one of three players to be inducted into the Basketball Hall of Fame as both a player and a coach (the other two being John Wooden and Bill Sharman), joining the Hall in 1989 as a player and 1998 as a coach. He is also a member of the Providence College Athletic Hall of Fame.
Wilkens is a member of Alpha Phi Alpha, the first intercollegiate Greek-letter fraternity established for African Americans.
| Team | Year | Regular Season | Post Season | ||||||
|---|---|---|---|---|---|---|---|---|---|
| Won | Lost | Win % | Finish | Won | Lost | Win % | Result | ||
| SEA | 1969/70 | 36 | 46 | .439 | 5th in Western Division | ||||
| SEA | 1970/71 | 38 | 44 | .463 | 4th in Pacific Division | ||||
| SEA | 1971/72 | 47 | 35 | .573 | 3rd in Pacific Division | ||||
| POR | 1974/75 | 38 | 44 | .451 | 3rd in Pacific Division | ||||
| POR | 1975/76 | 37 | 45 | .451 | 5th in Pacific Division | ||||
| SEA | 1977/78 | 42 | 18 | .700 | 3rd in Pacific Division | 13 | 9 | .591 | NBA Finals |
| SEA | 1978/79 | 52 | 30 | .634 | 1st in Pacific Division | 12 | 5 | .706 | NBA Championship |
| SEA | 1979/80 | 56 | 26 | .683 | 2nd in Pacific Division | 7 | 8 | .467 | Conf. Finals |
| SEA | 1980/81 | 34 | 48 | .415 | 6th in Pacific Division | ||||
| SEA | 1981/82 | 52 | 30 | .634 | 2nd in Pacific Division | 3 | 5 | .375 | Conf. Semifinals |
| SEA | 1982/83 | 48 | 34 | .585 | 3rd in Pacific Division | 0 | 2 | .000 | 1st Round |
| SEA | 1983/84 | 42 | 40 | .512 | 3rd in Pacific Division | 2 | 3 | .400 | 1st Round |
| SEA | 1984/85 | 31 | 51 | .378 | 5th in Pacific Division | ||||
| CLE | 1986/87 | 31 | 51 | .378 | 4th in Central Division | ||||
| CLE | 1987/88 | 42 | 40 | .512 | 4th in Central Division | 2 | 3 | .400 | 1st Round |
| CLE | 1988/89 | 57 | 25 | .695 | 2nd in Central Division | 2 | 3 | .400 | 1st Round |
| CLE | 1989/90 | 42 | 40 | .512 | 4th in Central Division | 2 | 3 | .400 | 1st Round |
| CLE | 1990/91 | 33 | 49 | .402 | 6th in Central Division | ||||
| CLE | 1991/92 | 57 | 25 | .695 | 2nd in Central Division | 9 | 8 | .529 | Conf. Finals |
| CLE | 1992/93 | 54 | 28 | .659 | 2nd in Central Division | 3 | 6 | .333 | Conf. Semifinals |
| ATL | 1993/94 | 57 | 25 | .695 | 1st in Central Division | 5 | 6 | .455 | Conf. Semifinals |
| ATL | 1994/95 | 42 | 40 | .512 | 5th in Central Division | 0 | 3 | .000 | 1st Round |
| ATL | 1995/96 | 46 | 36 | .561 | 4th in Central Division | 4 | 6 | .400 | Conf. Semifinals |
| ATL | 1996/97 | 56 | 26 | .683 | 2nd in Central Division | 4 | 6 | .400 | Conf. Semifinals |
| ATL | 1997/98 | 50 | 32 | .610 | 4th in Central Division | 1 | 3 | .250 | 1st Round |
| ATL | 1998/99 | 31 | 19 | .620 | 2nd in Central Division | 3 | 6 | .333 | Conf. Semifinals |
| ATL | 1999/00 | 28 | 54 | .341 | 7th in Central Division | ||||
| TOR | 2000/01 | 47 | 35 | .573 | 2nd in Central Division | 6 | 6 | .500 | Conf. Semifinals |
| TOR | 2001/02 | 42 | 40 | .512 | 3rd in Central Division | 2 | 3 | .400 | 1st Round |
| TOR | 2002/03 | 24 | 58 | .293 | 7th in Central Division | ||||
| NYK | 2003/04 | 23 | 19 | .548 | 3rd in Atlantic Division | 0 | 4 | .000 | 1st Round |
| NYK | 2004/05 | 17 | 22 | .436 | 5th in Atlantic Division | ||||
| 32 seasons | 1332 | 1155 | .536 | - | 80 | 98 | .449 | - | |