This report explores the unsolved disappearances of two men, Terrance Williams and Felipe Santos, who were last seen in the custody of Collier County Sheriff’s Deputy Steven Calkins. The report meticulously examines the events surrounding each man’s disappearance, highlighting inconsistencies in Calkins’ account and uncovering unsettling evidence of his unusual behavior during his tenure with the sheriff’s office. The report delves into the lives of the missing men and the lingering questions about Calkins’ role in their disappearances, concluding that Calkins remains a cipher in a disturbing mystery that has haunted the families of the missing men and the community of Collier County.