Josh Stumpf was born in Prince Albert, Saskatchewan, and grew up listening to country music in his father’s garage before teaching himself guitar in middle school, singing at school events, and leading his local church’s worship team. After high school he moved to Saskatoon, where open-mic appearances at the Capitol Music Club helped push him toward recording. He co-founded the Sunset Country Music Festival in MacDowall in 2022, then introduced himself on record with Josh Stumpf - EP in 2024 after first breaking through with the single "Drink Me a Lullaby" in 2023. The next step came with "That Song in This Truck" in 2024, the same year he tied for Emerging Artist of the Year at the Saskatchewan Country Music Awards and signed with MDM Recordings. In 2025 he released "Highway Money," his first single for the label, which reached number 6 on Billboard’s Canada Country chart, and followed it with "Nobody Roads," which climbed to number 7 on Canada Country and also became his first song to enter the all-genre Canadian Hot 100, peaking at number 81. That same period brought a booking deal with Paquin Artists Agency, five 2025 SCMA nominations, and a support slot on Jess Moskaluke’s Life For Me Tour in Melfort. In 2026 he reached the semi-final round of SiriusXM’s Top of the Country competition and released the EP Two-Lane Testimony, consolidating a rise built on rugged prairie imagery, emotional small-town songwriting, and a modern country sound that leans toward country rock without losing its Saskatchewan roots.