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2015 Machel Montano "Like Ah Boss" 2014 Machel Montano "Ministry of Road (MOR)" 2013 Superblue "Fantastic Friday" 2012 Machel Montano "Pump Yuh Flag" Double M 2011 Machel Montano "Advantage" The Return 2010 JW & Blaze "Palance"[1] 2009 Fay-Ann Lyons "Meet Super Blue" 2008 Fay-Ann Lyons "Get On" 2007 Machel Montano "Jumbie" Book of Angels 2006 Machel Montano and Patrice Roberts "Band of De Year" B.O.D.Y. 2005 Shurwayne Winchester "Dead or Alive" 2004 Shurwayne Winchester "Look De Band Comin'" 2003 Fay-Ann Lyons "Display" 2002 Naya George "Trinidad" 2001 Shadow aka Mighty Shadow "Stranger" 2000 (TIE)Superblue / Iwer George "Pump Up" / "Carnival Come Back Again" 1999 Sanelle Dempster "River" 1998 Wayne Rodriguez "Footsteps" Charge 1997 Machel Montano "Big Truck" Heavy Duty 1996 Nigel Lewis "Movin'" 1995 Super Blue "Signal to Lara"