145: Casey MacPherson and Caleb Guillory, Part 2: Anguilla

The Last Trip · Sep 17, 2026 · 28m

Last week, we followed childhood friends Casey MacPherson-Pomeroy and Caleb Guillory to Anguilla, where a New Year’s trip ended in two sudden and deeply mysterious deaths. What first looked like a possible overdose quickly became something much harder to explain. Both men reportedly had lethal levels of drugs in their systems. But Caleb also had injuries that pointed to something far more violent. The four people who survived that night were questioned, released, and eventually returned to the United States.

And that’s where Part Two begins. Because once everyone came home, the story started…