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Josh Olson has a diverse work experience in various roles and positions. Josh started their career as a Computer Helpdesk Assistant at Northern Michigan University in 2003. Josh then worked as a Lead Developer and System Administrator at Viosport Inc. from 2004 to 2005. Josh joined Michigan Technological University in 2005, where they held several positions including System Administrator, Senior Programmer/Analyst, Deputy Chief Technology Officer, and Interim Director of the Van Pelt and Opie Library. Josh served as the Chief Information Officer at Michigan Technological University from 2014 onwards, leading a team focused on technology services and support for students, faculty, and staff. In their role, they implemented various initiatives such as a cloud-first approach for deploying services, and the selection and implementation of an identity and access management platform. Additionally, they successfully reduced the datacenter physical footprint and improved overall satisfaction with the IT environment on campus. Josh Olson also has experience in the non-profit sector, serving as a Board Member at Copper Country Habitat for Humanity. Josh is also involved with Merit Network, where they have served as Secretary, Vice-Chair, and currently holds the position of Chair of the Board of Directors.

Josh Olson holds a Master of Business Administration (MBA) degree in Business Administration from Michigan Technological University, which was obtained from 2010 to 2011. Josh also has a Bachelor's degree in Computer Information Systems from Northern Michigan University, earned between 2000 and 2004. There is no available information about any additional education or degrees from the Wisconsin School of Business. Furthermore, Josh has obtained several certifications, including the GIAC Public Cloud Security (GPCS) from GIAC Certifications in December 2022, and certifications from Red Hat and PeopleCert.