| Year | Winner | For |
|---|---|---|
| 2023-24 | Naz Reid | Minnesota Timberwolves |
| 2022-23 | Malcolm Brogdon | Boston Celtics |
| 2021-22 | Tyler Herro | Miami Heat |
| 2020-21 | Jordan Clarkson | Utah Jazz |
| 2019-20 | Montrezl Harrell | Los Angeles Clippers |
| 2018-19 | Lou Williams | Los Angeles Clippers |
| 2017-18 | Lou Williams | Los Angeles Clippers |
| 2016-17 | Eric Gordon | Houston Rockets |
| 2015-16 | Jamal Crawford | Los Angeles Clippers |
| 2014-15 | Lou Williams | Toronto Raptors |
| 2013-14 | Jamal Crawford | Los Angeles Clippers |
| 2012-13 | J.R. Smith | New York Knicks |
| 2011-12 | James Harden | Oklahoma City Thunder |
| 2010-11 | Lamar Odom | Los Angeles Lakers |
| 2009-10 | Jamal Crawford | Atlanta Hawks |
| 2008-09 | Jason Terry | Dallas Mavericks |
| 2007-08 | Manu Ginobili | San Antonio Spurs |
| 2006-07 | Leandro Barbosa | Phoenix Suns |
| 2005-06 | Mike Miller | Memphis Grizzlies |
| 2004-05 | Ben Gordon | Chicago Bulls |
| 2003-04 | Antawn Jamison | Washington Wizards |
| 2002-03 | Bobby Jackson | Sacramento Kings |
| 2001-02 | Corliss Williamson | Detroit Pistons |
| 2000-01 | Aaron McKie | Philadelphia 76ers |
| 1999-00 | Rodney Rogers | Phoenix Suns |
| 1998-99 | Darrell Armstrong | Orlando Magic |
| 1997-98 | Danny Manning | Phoenix Suns |
| 1996-97 | John Starks | New York Knicks |
| 1995-96 | Toni Kukoc | Chicago Bulls |
| 1994-95 | Anthony Mason | New York Knicks |
| 1993-94 | Dell Curry | Charlotte Hornets |
| 1992-93 | Cliff Robinson | Portland Trail Blazers |
| 1991-92 | Detlef Schrempf | Indiana Pacers |
| 1990-91 | Detlef Schrempf | Indiana Pacers |
| 1989-90 | Ricky Pierce | Milwaukee Bucks |
| 1988-89 | Eddie Johnson | Phoenix Suns |
| 1987-88 | Roy Tarpley | Dallas Mavericks |
| 1986-87 | Ricky Pierce | Milwaukee Bucks |
| 1985-86 | Bill Walton | Boston Celtics |
| 1984-85 | Kevin McHale | Boston Celtics |
| 1983-84 | Kevin McHale | Boston Celtics |
| 1982-83 | Bobby Jones | Philadelphia 76ers |