| Menell | 2011 | “Two Toms” & “Rebellious Youth”
Written By: Naihum Jn. Baptiste |
| Invader | 2010 | “Stay in Your Section” & “Leave My Beaches Alone” |
| Mighty Pep | 2009 | “Taking a Chance” & “Get Off” |
| Herb Black | 2008 | “What You Bringing” & “Suzette” |
| Menell | 2007 | “Still Holding On” & “Pass It On” |
| Bachelor | 2006 | “Condom” & “No Man is an Island” |
| Walleigh | 2005 | “Where De Money Gone” & “Destination Moon (Lunar)” |
| Janny | 2004 | “Having a Baby” & “Tribute To My Greats of Calypso” |
| Mighty Pelay | 2003 | “Nostradamus” & “Pusher” |
| Mighty Pep | 2002 | “Escape to Death” & “Last Days” |
| T.C. Brown | 2001 | “I Like” & “Pan In Heaven” |
| Lady Spice | 2000 | “This Woman Vex” & “Can’t Find That Man” |
| Bachelor | 1999 | “I Saw What You did Last Night” & “Lights, Camera, Action” |
| Ashanti | 1998 | “Prices too High” & “They Lose” |
| De Educator | 1997 | “Let La” & “National Cake” |
| No Competition | 1996 | |
| Mighty Pep | 1995 | “The Will” & “Crime Wave” |
| Mighty Pep | 1994 | “Calypso Farewell” & “Alien” |
| Invader | 1993 | “King Tonight” & “Salbot” |
| Mighty Pep | 1992 | “Bab Camawad” & “Rags to Riches” |
| Ashanti | 1991 | “Jail” & “Shanti Tell Dem So” |
| Ashanti | 1990 | “Growing Population” & “Dem Alcoholics” |
| De Educator | 1989 | “Calypso Tyson” & “This is Saint Lucia” |
| Mighty Pep | 1988 | “En Bas Gorge La” & “Vagrant” |
| Mighty Pep | 1987 | “Unborn Child” & “Learn from them” |
| Invader | 1986 | “Apartheid” & “War Games” |
| Invader | 1985 | “Carnal Knowledge” & “Help We Father” |
| Controller | 1984 | “5 Years of Freedom” & “Stop Destruction” |
| De Professor | 1983 | “You Have De Ring” & “Jackass” |
| Lord Inferior | 1982 | “No Segregation” & “More Concern” |
| De Educator | 1981 | “Mem Kon Arrow” & “Caribbean Unity” |
| Lord Jackson | 1980 | “Proclamation” & “Guy Love Dance” |
| King Barrie | 1979 | “Sailor Man” |
| Mighty Pelay | 1978 | “Sweet Suzette” & “Tribute to Roddie Walcott” |
| Mighty Prince | 1977 | “Don’t Smoke Dope” |
| Phophet Haggai | 1976 | “Independance” & “Rasta” |
| Lord Carro | 1975 | “Local George Bailey” & “From Whence We Came” |
| Lord Carro | 1974 | “Adam” & “Pirate” |
| Mighty Desper | 1973 | “Popham ’72″ |
| Mighty Pelay | 1972 | “Ladies Fashons” & “Venice” |
| Mighty Pelay | 1971 | “If” & “Jump Jump Jump” |
| Mighty Pelay | 1970 | “Jackass Transport” |
| Mighty Pelay | 1969 | “Some Women Nicer” & “Mister Watch Your Skin” |
| Lord Zandoli | 1968 | |
| Lord Zandoli | 1967 | |
| Mighty Terra | 1966 | |
| No Competition | 1965 | |
| No Competition | 1964 | |
| Mighty Terra | 1963 | |
| Mighty Terra | 1962 | |
| Mighty Terra | 1961 | |
| Mighty Terra | 1960 | |
| Mighty Terra | 1959 | |
| Mighty Terra | 1958 | |
| Mighty Terra | 1957 |


