[1][2][3] The title was first mentioned in 2016,[4][5][6] when the 4th runner-up of Miss Universe Jamaica 2014, Dianne Brown, dominated herself as the country representative at the Miss Grand International 2016 competition held in Las Vegas, United States.

[1][2][3] However, an attempt to organize the Miss Grand Jamaica pageant was made in 2017,[9] but the project was rescinded due to the financial issues.

[10] Jamaican representatives obtained placement at the Miss Grand International pageant only once in 2016, when Dianne Brown was placed among the top 20 finalists and won the Best Social Media award.

[7][8] Jamaica debuted at Miss Grand International in 2016 when 4th runner-up Miss Universe Jamaica 2014, Dianne Brown,[11] purchased the license and dominated herself as the country representative at the international contest held in Las Vegas, Nevada, where she was placed among the top 20 finalists and obtained the Best Social Media award.

Later in 2022, the Andwar International Group, chaired by Andrew Harris, acquired the license, and the winner of their affiliated national pageant, Miss Jamaica Imperial, was appointed Miss Grand Jamaica 2022.