|
| 1998 || [[Gee Bee]] || [[Gloria Benjamin]] || [[Wap]],[[Ah Come to Sing]] || 1
|-
| 19992000 || [[De Empress]] || [[Vanessa Shipley]] || [[We Don’t Want It Here]], [[]]N/A || 1
|-
| 20002001 || [[Ivena]] || [[Lena Philip]] || [[Old Road Fight]], [[Save Miss Calypso]] || 1
|-
| 20012002 || [[Ivena]] || [[Lena Philip]] || [[]]N/A, [[]]N/A || 12
|-
| 20022003 || [[Ivena]] || [[Lena Philip]] || [[Razor Lady]], [[Robin Hood]] || 13
|-
| 20032004 || [[Ivena]] || [[Lena Philip]] || [[Reparations for Africa]], [[After Lester]] || 14
|-
| 20042005 || [[Ivena]] || [[Lena Philip]] || [[Don’t Pressure Me]], [[What Did Castro Tell You Mr. Spencer]] || 1
|-
| 20052006 || [[Singing Althea]] || [[Althea Williams]] || [[Lock She Up]], [[Every Sunrise Has a Sun Set]] || 14
|-
| 20062007 || [[Singing Althea]] || [[Althea Williams]] || [[De Wrong Road]], [[]]N/A || 15
|-
| 20072008 || [[Singing Althea]] || [[Althea Williams]] || [[]]N/A, [[]]N/A || 16
|-
| 20082009 || [[Ivena]] || [[Lena Philip]] || [[VC Bird Wouldn’t Eat Shawarma]], [[]]N/A || 1
|-
| 2009 || [[]] || [[]] || [[]], [[]] || 1
|-
|}
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