In Dipsea Generations, we follow five diverse young runners from across the Bay Area as they take on the oldest, and perhaps the most unique, trail race in the US, the iconic Dipsea race. Director: Patrick O'Leary
Patrick O’Leary is a professional trail runner with The North Face, as well as a filmmaker, scientist, and community leader based in San Francisco’s Richmond District. Born and raised on a dairy farm in Ireland, he discovered trail running shortly after moving to the Bay Area in 2013. After finally making it through the Dipsea lottery in 2019, he fell immediately and deeply in love with this historic race. He won the Dipsea Race in 2023, the Runner’s Section in 2019, and earned Black Shirts in 2021, 2022, 2023, and 2025.