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Ben Matthews started their career in 2002 as a Football Player for Schwabisch Hall. Ben then worked as a Technical Services Manager at Jaenchen Medical Resources from November 2002 to May 2005. From 2006 to 2007, they served as an HR Project Officer - Manpower Information Technology at the United States Marine Corps. After that, they became a Logistics Officer / Project Manager for the Marine Corps from an unknown start date to February 2009. Ben then joined Booz Allen Hamilton as an Associate in IT Strategy from March 2009 to September 2009. Ben also worked at InfoReliance as a Project Manager for Marine Corps Program Lead from September 2009 to January 2011 and as a Senior Project Manager for Marine Corps/Air Force Program Lead from January 2011 to June 2011. Starting from June 2011, they joined Target and held various roles such as Senior Project Manager - Target Technology, CityTarget Replenishment, Manager - HR Operations, Digital Product Management, and Group Manager - Store Operations, Digital Product Management until July 2015. Ben then joined Amazon as a Senior Manager - Marketplace Product Management from August 2015 to September 2016 and as a Senior Manager in Transportation Technology Product Management from October 2016 to May 2017. In 2017, they began working at Life.Church as a Director, Open Network until October 2019, and later held the positions of Senior Director, Open Network and Central Team Leader, Open Network until February 2021. Currently, Ben is the Vice President of Product Management at YouVersion, starting from February 2021.

Ben Matthews has a diverse education history. In 2013 and 2014, they attended the Harvard Business School and completed the Program for Leadership Development, which earned him a degree in Business Leadership. Ben also obtained an Executive Education certification from Harvard Business School. Prior to attending Harvard, Ben pursued a Master of Business Administration (MBA) at Keller Graduate School of Management of DeVry University, although the specific years are unknown. Before pursuing their MBA, Ben received a Bachelor of Arts degree in Business Management and Marketing from Bethel University, but the dates of their attendance are also unknown. Ben's educational journey began at Milaca High School, but no degree information is available.

In addition to their formal education, Ben has obtained several certifications. These include AFAA Primary Group Fitness from the Aerobics and Fitness Association of America, ASHI CPR/AED from the American Safety and Health Institute, CompTIA Security + from CompTIA, Privacy Act and HIPAA Operations from the Department of Defense Education Activity, Life Cycle Logistics Level 1 from Defense Acquisition University, Information Technology Infrastructure Library (ITIL) v3 Foundation from ITIL Certified, and Project Management Professional (PMP) from the Project Management Institute. Ben also holds an Active DoD Secret Clearance from the United States Department of Defense, obtained in 2005. The specific months of certification for some of these are unknown.