The Last Prisoner Project co-founder and 2025 DOPE Award winner’s fight for freedom
Mary Bailey stays in motion.
The event organizer, activist, and managing director of Last Prisoner Project runs a relentless schedule. From picking up newly released cannabis prisoners to producing the Hawaii Cannabis Conference in Honolulu, Bailey is constantly on the go—and that’s exactly where she wants to be.
Bailey has spent much of her life bringing people together around a greater purpose. A former concert promoter and community organizer, she’s always focused on creating spaces where people can gather and build something meaningful.
“I’m a humanitarian at heart. Kindness feels like the right thing to do, and helping others comes naturally to me. We all need support at different points in our lives.”
Mary Bailey, Managing Director and Co-Founder, Last Prisoner Project
Mary and High Times Publisher Josh Kesselman
A yoga and reggae fanatic, Bailey developed a deep connection to cannabis early on. Growing up in Florida during the height of prohibition, Bailey became “immediately fascinated” by the intersection of music and weed culture upon her first introduction.
In her twenties, that passion led Bailey to Hawaii and, eventually, inspired the launch of the Maui Cannabis Conference. By that point, she was already producing events through her company, Alpha Agency, including the Maui Yoga Festival and community block parties for the County of Maui Office of Economic Development.
“Stepping into the conference space felt like a natural next move. The goal was to create a space where local entrepreneurs could learn directly from leaders in the industry and build something meaningful of their own,” she explained.
That momentum put Bailey on a path that would ultimately change her life—and the lives of countless others.
The Birth of Last Prisoner Project
After hosting …
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Author: High Times / High Times
