A child of divorced parents who grew up in Florida and Southern California, Jessica spent her youth surfing at the beach where her love of the ocean was born. Before selling her belongings to work her first charter, she worked a multitude of jobs: slinging drinks at a Las Vegas strip club, working in the music industry in Los Angeles, and even dabbling into real estate. Despite her varied resume, she excelled at every job she tried. When the "real world" seemed too daunting, Jessica turned to yachting. She owes her ability to remain calm to her first stewardess job with a skeleton crew of three. Jessica is known for her laid-back demeanor and can handle a great deal of drama – until she feels disrespected. She approaches each charter with an open mind, but has no problem dealing with confrontation if necessary. Jessica hopes to find romance on board this season.