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Kai Winding Previous Winners
| 1988 |
Paul Brewer's Jazz Bones |
University of Central Oklahoma |
| 1989 |
no competition |
| 1990 |
University of North Florida Jazz Trombones |
University of North Florida |
| 1991 |
Capitol Bones |
Washington, D.C. |
| 1992 |
no competition |
| 1993 |
no winner |
| 1994 |
New York Trombone Conspiracy |
New York City |
| 1995 |
Slide FX |
Los Angeles |
| 1996 |
no winner |
| 1997 |
Eastman-Winding Trombone Septet |
Eastman School of Music |
| 1998 |
no winner |
| 1999 |
State of the Trombone |
New York City |
| 2000 |
University of North Texas Jazz Trombone Ensemble |
University of North Texas |
| 2001 |
University of Texas at Austin Jazz Bones |
University of Texas |
| 2002 |
Eastman Bionic Bones |
Eastman School of Music |
| 2003 |
Tennessee Trombonery |
University of Tennessee |
| 2004 |
Piedmont Trombone Society |
Atlanta, GA |
| 2005 |
Against the Grain |
Berklee College of Music |
| 2006 |
Dease Bones |
Juilliard School of Music |
| 2007 |
University of Texas Jazz Bones |
University of Texas |
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