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Theodore Kerrn began their work experience in 2005 as an Infantry Soldier in the US Army. During their time in the army, they were placed in a heavy weapons company and became proficient in various weapons and skills. Theodore achieved certification in the TOW Missile System, combat driving, combat medical training, and communication systems. Theodore also reached a leadership level and taught classes to incoming soldiers. Theodore was deployed to Southern Baghdad, where they displayed professionalism and maintained focus on the mission despite high stress levels.

Following their military service, in 2010, Kerrn joined the Canadian Pacific Railway as a Conductor. Theodore held this position until 2013 when they transitioned to work as a Carman at BNSF Railway. Theodore worked at BNSF Railway until 2016 when they joined New York Air Brake. At New York Air Brake, they initially served as a Field Service Representative and later became a Field Service and Sales Manager starting in January 2021.

Theodore Kerrn obtained their Bachelor of Arts (B.A.) in General Studies from Northern Illinois University, where they studied from 2007 to 2014. Prior to that, they completed an Associate of Arts (A.A.) in General Studies at Heartland Community College, where they were enrolled from 2001 to 2003. In addition to their formal education, Theodore Kerrn obtained certification in FRA Code of Regulations from FRA in March 2014.