[3] Cassar, the eldest of five children, was born Jennifer Pile in Malabar, Arima, Trinidad and Tobago, on August 4, 1951.

Her paternal grandmother was Amerindian from neighboring Guyana, while her maternal great-great-grandparents, Jose and Annicasia Lara (née Lopez) were full ethnic Caribs.

[1][3] Over the next several decades, Cassar worked for national ministries responsible for education, community development, culture, sports, and health.

[1] The Cabinet of Trinidad and Tobago appointed Cassar to a five-year term on the national Amerindian Project Committee.

[1] In April 2009, Cassar attended the 3rd Indigenous Leaders’ Summit of the Americas in Panama City as an official representative of the Santa Rosa First Peoples Community.

[4] Cassar was inaugurated Carib Queen on August 6, 2011, at a ceremony held at the Santa Rosa Roman Catholic Church in Arima.

[5] Shortly after her inauguration in August 2011, Cassar spoke to the Trinidad and Tobago Guardian concerning her new status as Carib Queen and her responsibilities for her first festival and street procession, telling the newspaper, "I am humbled.

"[5] One of Cassar's main goals as Carib Queen was to establish a new Amerindian village in Blanchisseuse, an initiative begun by her predecessor, Valentina Medina.

[7] In 2018, Cassar led a delegation to pay a courtesy call on the new President of Trinidad and Tobago, Paula-Mae Weekes.

Cassar's funeral was held at the Santa Rosa Catholic Church on Woodford Street in Arima on Friday, July 27, 2018.

[8] Dignitaries in attendance at the mass included President Paula-Mae Weekes, Chief Justice of Trinidad and Tobago Ivor Archie, Arima Mayor Lisa Morris-Julian, Santa Rosa First Peoples Chief Ricardo Bharath Hernandez, calypsonian and former Minister of Community Development Gypsy, and several other government ministers and MPs.