Jessie was born and raised in Fort Hood, a town in Texas. Her father is in the Marine Corps, and she often describes him as being strict but soft. At age eighteen, Jessie got the sudden desire to follow her dreams, and moved to New York City as she believed that the place was where dreams came true. She'd told her father that she "had a great job", but actually had no idea where she was going to work. While in a taxi, Jessie realized that her wallet was missing and she had no money. This lead to her being thrown out of the cab, right outside an apartment building. Incidentally, she became the nanny of a high profile couple's four kids; Emma, Luke, Ravi, and Zuri Ross. She also ends up taking care of her cousin, Julie Smith, for a while.