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Zakery Stufflebeam began their work experience in 2013 as an Information Technology System Administrator in the United States Air Force. Zakery held this role until 2021.

In 2021, Zakery joined Horace Mann as a Sr Information Technology Security Analyst and later became an Information Security Specialist. In 2022, they were promoted to Cyber Security Manager and finally to Director Information Technology Security in 2023.

Zakery Stufflebeam holds a Bachelor's degree in Cyber/Computer Forensics and Counterterrorism from Western Governors University. Zakery also obtained an Associate's degree in Information Technology from the Community College of the Air Force. Additionally, they have obtained several certifications including GIAC Web Application Penetration Tester (GWAPT), GIAC Advisory Board membership, GIAC Certified Incident Handler (GCIH), CompTIA IT Operations Specialist - CIOS Stackable Certification, and CompTIA Secure Infrastructure Specialist - CSIS Stackable Certification.