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Ken Swager began their work experience in 1999 as the General Manager of Ontario RDC for Sears Holdings Corporation. Ken held this role until July 2008. Then, they became the Divisional Vice President of Logistics for Sears Holdings Corporation from an unknown start date until May 2022. In February 2019, Ken Swager joined Transformco as the Divisional Vice President of Logistics Operations.

Ken Swager attended Boardman High School from 1975 to 1978, where they earned their High School Diploma. During their time there, they focused on College/University Preparatory and Advanced High School/Secondary Diploma Program. After completing high school, Ken attended Youngstown State University from 1978 to 1981. At Youngstown State University, they pursued a degree in Accounting and Business/Management. No specific degree name is provided for their time at the university.