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Gerald O'Connor has a diverse work experience spanning several decades. Gerald began their career in 1971 as a Sergeant in the U.S. Army's 82nd Airborne Division, serving until 1973. Following their military service, Gerald joined the Bellingham Fire Department in 1979, where they worked as a Fire Captain/Paramedic for 27 years until 2006. In 2012, Gerald transitioned to the private sector and started working at Accelerated I/O as a Sales Manager.

Gerald O'Connor attended Western Washington University from 1974 to 1978, where they obtained a Bachelor of Arts degree in Communication.