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Jeffrey Osbrink has been in the workforce since 2005. Jeffrey began their career at Klinedinst PC as an Accounts Receivable Clerk and General Office Assistant. In 2010, they joined REI as a Sales Lead and Customer Service Specialist. In 2016, they transitioned to SmartDraw Software, where they currently serve as an Enterprise Account Executive and Product Specialist.

Jeffrey Osbrink earned a Bachelor's degree in Liberal Arts and Sciences/Liberal Studies from San Diego State University between 2008 and 2012.