This keeps me up
This keeps me up is a solo podcast exploring true crime, conspiracy theories, paranormal experiences and unexplained stories that linger long after the facts end. No easy answers - just questions that won't let go.
This keeps me up
The Jamison Family
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Some stories don't end when the facts run out. They sit with you, they replaying your head. They leave you with questions that don't really have anywhere to go, and this podcast isn't about shock value or easy conclusions. It's about the details that don't quite fit, the moments that feel unfinished, and the stories that stay with you long after you've stopped researching. I am not here to tell you what to think. I'm here to sit with the uncertainty and talk through the things that don't let go. I'm Kelsey and this is, this keeps me up. On October 8th, 2009, Bobby and Sherilyn Jameson took their six-year-old daughter, Madison with them to look at a 40 acre property in Vladimir County, Oklahoma. It was supposed to be a simple trip, a property showing. A glimpse at what could be a new start. Instead, it would become the last confirmed sighting of the Jameson family alive. Bobby was 44 years old and Sherilyn was 40. At the time. The family was living in eu, FOLA, Oklahoma, about 30 miles from the land. They were interested in purchasing. They weren't really wealthy. They weren't well connected. They were actually both unemployed and receiving disability for separate reasons. Bobby had been permanently disabled in a serious car accident. Their life by most accounts was not easy, but it was theirs, and they were definitely trying to change it. Madison was enrolled in kindergarten at Ola School District, but there were reports that Sherilyn and Bobby had recently, pulled her out of school. There were also rumors of a lawsuit involving the school district, but nothing had been formally filed at the time of their disappearance. And no one seemed to know exactly what the lawsuit was supposed to be about. That uncertainty matters because it suggests something unresolved. Something already in motion before they vanished. The Jameson's had told people they plan to move to this property and live in a shipping container while they figured things out, which raises a quiet but important question. Was this an impulsive idea or something? They had been planning for a while. On the day they went to view the land, the Jameson specifically asked their realtor not to accompany them. That detail matters. They wanted to go alone. A local farmer later reported seeing the family on the property that day. That sighting is considered The last confirmed time anyone saw them alive. Days passed. Then more days. Eventually their truck was discovered on the property and what was found inside. Immediately raised alarms inside the Jameson's family truck were items that just didn't make sense, at least. Not together. Their family dog was inside, barely clinging to life. A bag containing $32,000 in cash. Bobby's cell phone and wallet, Sheri's purse. All three family jackets and a GPS system. Nothing appeared stolen, nothing appeared ransacked. The money was untouched. That alone was unsettling. Who carries $32,000 in cash, leaves it behind, and then disappears into the woods with the 6-year-old child. If this was a robbery, why would they leave the money? If this was voluntary, why leave everything else and why leave the dog? I. Investigators look closely at the people around the Jamesons. First was their handyman, Kenneth Bellows. Earlier that year, Sherilyn had reportedly forced him at gunpoint to leave their home. The reason was never made clear, despite how alarming that sounds. Bellows was investigated and ultimately cleared. Then there was Bobby's father. Their relationship with this man was volatile. There had been threats on the family's lives. A protection order had once been granted against him. At one point, Bobby's father had allegedly even struck him with a vehicle. They were also involved in an active court dispute. Bobby claimed his father owed him $10,000 for work performed at a gas station he owned. Despite all of this, Bobby's father was also cleared and is not considered a suspect, and that's the pattern here. Suspicion followed by dead ends as investigators dug deeper. They described the Jameson family as obsessed with death. That phrase alone has followed this case For years, a so-called witch Bible was found in their home, reportedly purchased by Sherilyn as a joke, but Bobby had confessed to his pastor that he'd been reading from a Satanic Bible. Security footage from the night before the disappearance showed the family packing their truck and what was described as a trance-like state, slow, mechanical, and detached. People began speculating about drug use, specifically meth. Several people suggested the Jamesons may have been using or dealing the drug, but police found no evidence to support the theory. No drugs, no paraphernalia, no confirmed criminal ties, just speculation. For years, the Jameson family simply vanished. No financial activity, no phone records, no sightings, and nobodies the case sat in that unbearable space between missing persons and something worse. Until November 16th, 2013, when Hunter stumbled upon partial remains in the woods, just three miles from where the Jameson's truck had been found. The medical examiner later identified these remains as belonging to Bobby. Sherilyn and Madison because of the state of decomposition and because parts of the remains were missing, no cause of death could be determined. And just like that, the mystery deepened instead of ending. Now let's talk about the weird things in this case. The first thing, the money, no one close to the Jamesons could explain the $32,000. I mean, they lived on disability. There was no known inheritance. There was no confirmed sale of property. So where did this money come from? No one had any idea. Second. Drugs, meth could definitely explain the erratic behavior and the footage of them acting bizarrely while packing the truck and their paranoia. But again, there was no proof. And even if drugs were involved, say a drug deal, why would they take their child? By all accounts, the Jameson's were good parents. There was also suspicion of cult involvement. There were reports of cult activity in Oklahoma around this time. Rumors of Sheri's name appearing on some kind of cult hit list had come up, but nothing was verified. Nothing was proven. But still this was very unsettling news. Could they have simply wandered too far and gotten lost? Possibly. But they plan to live on land like this. You would think if you were moving to a 40 acre property in the mountains, you would be well versed on living in the wilderness. Not to mention they did have a GPS in the truck. Why wouldn't they take it? And they left their jackets behind. All of this just doesn't feel accidental. It feels like they did these things on purpose. And if they willingly left, why would they leave their dog? That very detail haunts investigators for a reason I. Authorities have also floated the idea of a murder suicide. There was an 11 page letter found written from Sherilyn to Bobby that was described as a hate letter. So were they having problems in the marriage? Could a murder suicide have been? A thing, the family rejected the idea of the murder, suicide, and without a cause of death, it remains only speculation. So there are stories that come with clear endings, and then there are stories like this, stories where the facts stop, but the questions don't. Where the pieces never quite fit, no matter how many times you turn them over. I don't know what really happened here, and I don't think anyone does, but I do know that this story stays with me, and if it stays with you too, maybe that's the point. Let me know your theories and the comments and subscribe. If you want more stories that don't let go Until next time. This is what keeps me up.