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James Wrolson has over 20 years of work experience in various IT roles. James currently works as the CTO / IT Director at WP Global Partners since September 2020. Prior to this, they worked at HyperX Systems LLC for 8 years as the Director of IT Operations. In this role, they provided support for private equity firms, managed support technicians, and handled project management and technical training. Before joining HyperX Systems LLC, James worked at Best Buy for 8 years as a Sales Manager. James started their career as an IT Consultant at MCC Technology in 1999, where they worked for 5 years.

James Wrolson began their education at Hinsdale Central High School in Hinsdale, Illinois, where they attended from 1997 to 1998. James then transferred to West Orange High School in Winter Garden, Florida, from 1998 to 1999. Afterward, they studied at Saint Charles High School in St. Charles, Illinois, from 1999 to 2000. Continuing their education, they attended Saint Charles North High School in St. Charles, Illinois, from 2000 to 2001. James then pursued further studies in Computer Technology/Computer Systems Technology at Elgin Community College from 2001 to 2004. Lastly, they enrolled at Northern Illinois University from 2002 to 2004, focusing on the same field of study. No specific degrees earned are mentioned.