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Ola Olofinjana has been working in the field of technology and customer service since 2008. In 2008, they began working as a Leasing Consultant for Place Properties, where they were responsible for all aspects of leasing, marketing, and maintaining positive resident relations. In 2009, they took on the role of Referral Specialist at Security Service Federal Credit Union, where they were responsible for monitoring account statistics and responding to internal sales leads. In 2016, they became a Remote Insurance Agent for Nationwide, where they informed and explained various insurance policies and products to potential and existing clients, and developed referral networks from the existing client base. In 2020, Ola began working for the Defense Health Agency as a Tier 2 System Administrator and Application Support Lead, administering and leading the Agency-wide computer management system, performing cyber security incident follow-up, and making security recommendations. Most recently, in 2022, Ola began working as a Technical Support Engineer for Recast Software.

Ola Olofinjana earned a Bachelor of Arts in Multi/Interdisciplinary Studies from The University of Texas at San Antonio in 2013. In 2019, they completed a Cybersecurity Apprenticeship at Rackspace Open Cloud Academy. In April 2021, they obtained a CompTIA Security+ ce Certification from CompTIA.