|Status||Deceased (killed by Sam)|
|Portrayed by:||Alaina Huffman|
Josie was an initiate for the Men of Letters. In 1958, she was about to be sworn in, along with another initiate named Henry Winchester. She entered the room of the elders, however, at that moment she was possessed by the demon Abaddon, who attacked the order.
Using her, Abaddon chased after Henry, although he managed to escape with the secret key to the Men of Letters' headquarters. Abaddon continued to use her body and Josie had to suffer being cut up into pieces for Abaddon to be stopped.
Later, while searching through the Men of Letters' archives, Sam and Dean found a film made by Josie for the order, chronicling the efforts by two priests, Father Max Thompson and Father Simon to cure a demon. The effort failed, but Max Thompson eventually succeeded in completing the ritual.
Deciding to use Abaddon to complete the third trial, Sam and Dean put her and thus Josie back together. The Knight of Hell then revealed she learned about Josie and the Men of Letters from Thompson himself, moments before his death and used Josie as a result to seek out and kill the Men of Letters.
The body of Josie Sands was restored by a ritual. This allowed Abaddon to resume her possession of Josie. Whether or not Josie herself was still alive is unknown, although it is highly unlikely, as demons do not require the consent of their human hosts and could even possess a corpse for years.