Year | Winner(s) | Album | Nominees | Ref. |
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2003 | Richard Underhill | Tales from the Blue Lounge |
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2004 | Great Uncles of the Revolution | Blow the House Down |
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2005 | Hilario Durán Trio | New Danzon |
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2006 | Jane Bunnett | Radio Guantánamo (Guantánamo Blues Project Vol. 1) |
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2007 | Hilario Durán and His Latin Jazz Big Band | From the Heart |
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2008 | The Chris Tarry Group | Almost Certainly Dreaming | - Michael Occhipinti and Creation Dream, Chasing After Light
- David Occhipinti, Forty Revolutions
- Altered Laws, Metaphora
- Manteca, Onward!
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2009 | Jane Bunnett | Embracing Voices | - Roberto Occhipinti, A Bend in the River
- Barry Romberg’s Random Access Large Ensemble, Existential Detective
- François Bourassa Quartet, Rasstones
- Michael Occhipinti, The Sicilian Jazz Project
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2010 | Charles Spearin | The Happiness Project | - Darcy James Argue's Secret Society, Infernal Machines
- Hilario Durán, Motion
- John Roney with the Silver Birch String Quartet, Silverbirch
- Kirk MacDonald Quartet, Songbook Vol. 1
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2011 | Christine Jensen Jazz Orchestra | Treelines |
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2012 | Phil Dwyer Orchestra feat. Mark Fewer | Changing Seasons |
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2013 | Joel Miller | Swim |
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2014 | Christine Jensen Jazz Orchestra | Habitat |
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