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Jim Josey's work experience began in 1997 at ISS Group, where they worked as a Programmer/Analyst until 1999. Jim then joined ProTeam Resources, Inc. in 1998 and served as a Programmer/Analyst until 2001. Following that, they joined QAD in 2001, first as an IT Development Manager until 2022, when they were promoted to the Vice President of Information Technology Services.

Jim Josey attended California State University, Northridge from 1996 to 1998, where they earned a Bachelor's degree in MIS and Accounting. Prior to attending the university, they attended James Monroe High School, but no further details about their education at the high school are provided.