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David Bailey has extensive work experience in the technology and security field. David started their career in the United States Air Force as a Communications and Information Officer from 1993 to 2001. After that, they worked for VGS Inc as a Senior Security Analyst from 2001 to 2003, and then for SAIC as a Senior Security Analyst from 2003 to 2005. From 2004 to 2008, they served as the Chief C2 Systems in the 710th Combat Operations Squadron of the US Air Force Reserve. Following that, they worked at AISE Solutions, LLC as a Member and Executive Vice President from 2005 to 2009, providing specialized services in systems engineering, information security, and linguistics analysis to the US government and industry partners. David then joined Mary Washington Healthcare as the Director of Technology and Security from 2009 to 2016. Currently, they are working at Clearwater as the Vice President Consulting Services, helping organizations become secure, compliant, and resilient.

David Bailey obtained their Executive MBA from the Quantic School of Business and Technology from 2021 to 2022. Prior to that, they completed their Bachelor of Science (BS) degree in Computer Science from Wilkes University, which they attended from 1988 to 1993. In addition to their formal education, they obtained the CISSP (Certified Information Systems Security Professional) certification from ISC2 in April 2013.