Toppa Top 10: Top 10 Jamaican Country Tunes 10 9 8 7 5/6 4 3 2 1 August 30, 2011 9. John Holt, “Help Me Make It Through The Night” (Kris Kristofferson) Several reggae singers have covered this 1970 Kris Kristofferson hit (also covered by Gladys Knight and Willie Nelson, among others), most notably John Holt, in 1975.