[3] Her family and community in Tobago did not accept her as transgender, and she was regularly reprimanded for displaying her natural feminine characteristics.

[4][5][6][7] During her time in the United States, Jackson experienced homelessness and turned to sex work and living off credit cards for survival.

[14] In 2018, Jackson began appearing in the leading role of Elektra Abundance on the FX series Pose, set in the ballroom subculture scene in late-1980s New York City.

[19] In 2021, Jackson starred alongside Dionne Warwick and others in the short film Passage, created by Solange Knowles.

[22][23] She has worked for several nonprofit organizations, such as Destination Tomorrow in the Bronx, that provide outreach and services to the LGBTQ+ community.

[3] In 2020, Jackson appeared in a series of public service announcements created by the Human Rights Campaign in cooperation with WarnerMedia, to support trans and non-binary communities.

[27] On an episode of House Hunters that aired on June 1, 2021, it was presented that Jackson was engaged to her personal manager, Edwin Torres.