The intimate and revealing documentary features interviews with Jake's family, friends, and fellow snowboarders, including action sports icons Shaun White, Kelly Clark and Mark McMorris as well as a wealth of archival material and home movies. DEAR RIDER pays homage to Jake's beloved and loyal "riders," the audience he faithfully addressed every year for decades on the first page of his snowboard company's catalogs. Acclaimed actor Woody Harrelson, a close friend of Jake's, narrates catalog passages interspersed throughout the film. Inspired by the Snurfer, a surfboard-inspired strip of wood, Jake created his first snowboard in 1977 as an inexpensive alternative to skiing. From there, he developed increasingly versatile boards while encouraging ski resorts, sponsors, and world-class athletes to take up what the media dubbed "the worst new sport." By the late 1990s, Jake's vision had catapulted the punk-infused culture of snowboarding into the mainstream and onto the world stage. But as Jake and his eponymous company, Burton, thrived in the new century, the entrepreneur battled two very serious health problems: Miller Fisher Syndrome, a rare nerve disorder, as well as cancer, which ultimately claimed his life in 2019. Today, Jake's memory lives on throughout the snowboarding community, and his wife Donna Carpenter remains at the helm of the family-owned business.