Miles grew up in Chapel Hill and discovered a love for nature in the mountains of North Carolina, attending Camp Celo as a camper and later working as a helper and counselor. From there he embraced adventure, studying abroad in Costa Rica and volunteering with Habitat for Humanity in Honduras. After graduating from UNC-Chapel Hill, he joined the Peace Corps and lived in Ecuador for two years, working with a small cocoa association. He still keeps in touch with that community.
Returning to the United States in 2008, Miles attended Babson College for a business degree. Upon graduation, he combined business and chocolate and co-founded Perfect Fuel Chocolate in Boston.
After selling the chocolate business in 2016, Miles traveled to Patagonia and lobster fished in Maine. He now lives in Hancock with his wife, Leah, who has deep family roots in the area.