|Dates||???? - 2011 (dies from a car crash)|
|Episode(s)||6.11 Appointment in Samarra|
Jolene is a nurse scheduled to assist in a cardiac surgery on Hilary, a young girl with a severe heart condition. When Dean, who is standing in for Death, refuses to kill the girl, her heart spontaneously heals and Jolene is sent home early. As a result of her early departure from the hospital, she is in a serious car accident. Paramedics return her to the hospital, where Dean is forced to kill her because of her mortal wounds. When her spirit leaves her body, she encounters Tessa, who tells her that she was not meant to die for many more decades, but that Dean made a mistake that resulted in her death, and that will lead to other deaths. Jolene's spirit is then led away by Tessa.
Jolene's husband, Scott, arrives at the hospital after her death, and is so distraught that he drinks and drives later that night. He is saved from a fatal accident by Dean, who removes Death's ring so that he can take the steering wheel of Scott's car and avert the collision. Dean, though he has lost his bet with Death, is then willing to go back to the hospital and reap Hilary, the girl with the heart condition, to prevent further deaths resulting from his error.