From 1986 to 1987, she worked as crown counsel to the attorney general of Anguilla.[2] Since then, she has worked as a lawyer focused on corporate and real estate law at her Webster Law Firm. She was also a long-serving president of the Anguilla Financial Services Association beginning in 2001.[1]
Five years later, after distancing herself from the APP—saying that "our values have separated"—she ran as an independent.[3] She took the seat in the 2015 Anguillian general election, unseating the incumbent with 35% of the vote to his 33%.[1][4] The only member elected who was not in the AUF, she subsequently became leader of the opposition.[5][6]
Alongside Cora Richardson-Hodge and Evalie Bradley, she was part of a wave of female candidates who took office in the House of Assembly that year, the first women to do so in over three decades.[7] Webster herself was the first female representative of her district and the country's first female leader of the opposition.[8]
^Hodge, Tyrone (4 October 2013). "PALMAVON WEBSTER: ANGUILLA'S NEXT C.M."The Anguillian Newspaper - The Weekly Independent Paper of Anguilla. Retrieved 8 October 2020.