USA / 2025 / 12mins / Documentary / English

Underground Railroad Ride is an adventure cycling documentary that follows John “Bobby” Shackelford and four teammates as they take on an ambitious 1,100-mile
ride through the American South. What starts as a physical challenge quickly transforms into an unforgettable test of grit, stamina, and self-discovery. Pedaling across backroads, steep climbs, and unpredictable terrain, the crew faces extreme weather, mechanical failures, and moments of raw vulnerability—all while navigating the complex realities of being Black men on bikes in unfamiliar towns. Through it all, they find strength in each other, forging bonds that can only be built
mile by mile. Equal parts high-stakes adventure and emotional journey, Underground Railroad Ride delivers a gripping portrait of modern endurance cycling, pushing beyond the finish line to explore what it means to reclaim space, chase freedom, and ride with purpose.

Fiz Olajide

Fiz Olajide is a filmmaker who creates visually rich stories that center people in motion, often set against the vastness of natural landscapes or the buzz of real life
unfolding. Her aesthetic leans bold yet intentional, balancing raw vérité energy with stylized precision. She’s directed global campaigns and original films for names like Google, Uber, and Brand USA. Her work has screened at SXSW, DOC NYC, New York Film Festival, and Melbourne International Film Festival, and earned a Vimeo Staff Pick for its compelling blend of craft and heart. Fiz’s films stretch across geographies and explore powerful themes including wrongful convictions, drag king culture, and domestic violence. With a growing list of festival nods and industry fellowships, Fiz continues to push the boundaries of documentary and narrative storytelling—always chasing the next untold story, always ready to surprise and delight. Learn More