Introduction
In October 2009, the Jamison family—Bobby, his wife Sherilynn, and their six-year-old daughter Madyson—embarked on a journey to the remote mountains of Oklahoma, seeking a fresh start. Tragically, they never returned. Their mysterious disappearance has since become one of America’s most baffling unsolved cases, sparking numerous theories and extensive investigations.
The Jamison Family Background

Residing in Eufaula, Oklahoma, the Jamisons appeared to lead a quiet life. Bobby, born on August 4, 1965, and Sherilynn, born on November 5, 1968, were known to be private individuals. Their daughter, Madyson, born on August 1, 2003, was the light of their lives. Despite outward appearances, the family faced internal struggles, including health issues and financial difficulties.
The Fateful Journey
Planning for a New Beginning
The Jamisons dreamed of purchasing a 40-acre plot of land near Red Oak, Oklahoma, intending to live a more secluded and self-sufficient lifestyle. They planned to move their existing storage container to the new property and convert it into a home. This desire for change led them to explore the remote Sans Bois Mountains in early October 2009.
The Day They Disappeared
On October 8, 2009, the family set out to inspect the land. Surveillance footage from their home captured them packing their vehicle in a seemingly trance-like state, making multiple trips without speaking to each other. This unusual behavior raised questions about their state of mind during the trip.
The Abandoned Truck

Discovery of the Vehicle
A few days after their departure, hunters discovered the Jamisons’ abandoned truck in Latimer County, about an hour’s drive from their home. Inside the locked vehicle were the family’s IDs, wallets, mobile phones, Sherilynn’s purse, a GPS system, and approximately $32,000 in cash. Their dog, Maisy, was also found inside, severely malnourished but alive. The presence of these personal items suggested the family hadn’t planned to be away from the truck for long.
Theories Arising from the Discovery
The substantial amount of cash found raised suspicions about possible illegal activities, such as drug involvement. However, friends and family denied any knowledge of the Jamisons engaging in such activities. The GPS system provided coordinates that led investigators to a nearby hill, where footprints indicated the family had been present. Despite extensive searches, no immediate signs of the Jamisons were found.
The Grim Discovery
Finding the Remains
On November 16, 2013, more than four years after the family’s disappearance, hunters stumbled upon skeletal remains in a remote area of Latimer County, less than three miles from where the truck had been found. The remains, consisting of two adults and one child, were later confirmed through anthropological and forensic testing to be those of Bobby, Sherilynn, and Madyson Jamison. Due to the advanced state of decomposition, medical examiners couldn’t determine the cause of death, leaving the circumstances of their demise a mystery.
Investigative Theories
Foul Play
Some theories suggest the Jamisons fell victim to foul play. Bobby had a contentious relationship with his father, Bob Dean Jamison, involving a lawsuit and allegations of threats. However, Bob Dean was reportedly in poor health and unlikely to have been involved. Another angle explored possible connections to drug activity in the area, given the large sum of cash found in the truck. Yet, no concrete evidence has supported these suspicions.
Murder-Suicide

Another theory posits that internal family conflicts led to a murder-suicide. Sherilynn’s handgun was missing from the vehicle and has never been recovered. Additionally, the family’s reported financial and personal struggles might have contributed to this tragic outcome. However, the lack of concrete evidence makes this theory speculative.
Accidental Death
Some believe the Jamisons may have succumbed to environmental factors. The dense and rugged terrain of the Sans Bois Mountains can be treacherous, and it’s possible the family became disoriented, leading to fatal exposure. However, the proximity of their remains to the abandoned truck raises questions about why they couldn’t return to their vehicle.
Cult Involvement
Sherilynn’s mother, Connie Kokotan, suggested that a religious cult operating in southeastern Oklahoma might have been involved in the family’s deaths. She claimed that both she and her daughter had been threatened by cult members in the past. However, no substantial evidence has been found to support this claim.
Unanswered Questions
Despite the discovery of their remains, several questions linger:
- Why did the family carry such a large amount of cash? The origin and purpose of the $32,000 found in the truck remain unexplained.
- What caused their erratic behavior before the trip? The surveillance footage showing the Jamisons’ unusual demeanor has led to speculation about their mental state.
- Why were their bodies found so close to the truck years later? The proximity of the remains to the vehicle raises doubts about the thoroughness of initial search efforts.
Conclusion
The disappearance and deaths of the Jamison family continue to perplex investigators and the public alike. The myriad of theories, ranging from foul play to accidental death.