Ragen began his youth career with a neighborhood rec team, where he played with future Sounders teammate Paul Rothrock[2]. Ragen moved to play club soccer with Seattle United from 2008 to 2016. He played high school soccer at University Prep, earning all-state honors as a sophomore and junior before joining the Seattle Sounders FC Academy for one year.[3][4] On February 3, 2017, it was announced that Ragen signed to play college soccer at the University of Michigan.[5][6] He made his debut for USL club Seattle Sounders FC 2 in a goalless draw against San Antonio FC.[7] Despite making three appearances for S2, he was still eligible to play in college.
On August 28, 2017, Ragen made his collegiate debut for the Wolverines in a 1–1 draw against Valparaiso.[8] On September 24, he scored his first collegiate goal in a 3–1 victory over Northwestern.[9]
On February 14, 2022, Seattle Sounders FC acquired Ragen's MLS rights from Chicago Fire in exchange for a 3rd round 2023 MLS SuperDraft pick, and signed him to their roster.[15]
International career
In January 2024 he was selected for the senior United States squad for a match against Slovenia, but had to withdraw through injury.[16]