- A former high school teacher.
- His father is African-American, with some Seminole ancestry. His mother is of Swedish descent.
- According to Finding Your Roots, Jesse is a direct descendant of Joseph Herrick, who was the constable of Salem, Massachusetts, during the Salem witch trials. He is also a direct descendant of the Swedish singer Inga Soffia, who was part of a woman's quartet that toured America in the 1870s.
- Attended Temple University (B.A.) in Philadelphia, PA
- Friends with Harry Belafonte.
- Both he and Patrick J. Adams made their Broadway debut in the revival of "Take Me Out" in 2022, and appeared fully naked on stage.
- He has two children with his ex-wife Aryn Drake-Lee; a daughter, Sadie Williams (b. December 2013), and a son, Maceo Williams (b. October 2015).
- Attended Moses Brown High School in Rhode Island.
- Shooting Money (2016) in New York. (June 2015)
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