Keith D. Holloway, D.B.A., is a Senior Director Analyst specializing in AI Strategy and Software Engineering Leadership. He is a thought leader, researcher, and practitioner with expertise in AI integration, cloud architecture, and organizational behavior. His work focuses on helping organizations adopt AI responsibly, improve software development practices, and optimize engineering team performance. He helps software engineering leaders build, execute, and refine their strategies in software development, leadership, agility and artificial intelligence.
Keith is an active researcher in organizational behavior and leadership, contributing to conferences, publications, and seminars. His research explores how team culture influences performance, change management, and the future of AI-driven organizations.
Keith has 30 years of experience leading software engineering teams, driving AI adoption, and guiding organizations through digital transformation. His career has spanned large enterprises, government contractors, and technology startups, allowing him to develop a versatile approach to leadership and innovation.
He has served in roles ranging from cloud solutions architect and software engineering manager to director-level leadership, overseeing teams that develop AI-driven software solutions, cloud infrastructure, and enterprise-scale applications. His work has involved building engineering organizations from the ground up, introducing AI to solve complex business problems, and ensuring compliance with industry standards and security frameworks.
Keith has also played a key role in mentoring engineers, creating structured software development lifecycles, and fostering team cultures that emphasize trust, curiosity, and continuous learning. His approach to leadership is both strategic and hands-on, ensuring that technology is used effectively while empowering individuals to grow and thrive in their careers.
In addition to his work in industry, Keith has been a speaker, mentor, and academic contributor, helping to shape conversations around AI adoption, software engineering culture, and the future of leadership in tech.
East Five, Vice President of Software Development, 4 years
Ericsson, Senior Software Engineer, 8 years
Hexagon , Software Consultant, 8 years
L3Harris Technologies / Advanced Methods Group, Cloud Solutions Architect / Software Engineering Manager, 4 years
McLarens, Enterprise Software Engineering Manager, 1 years
Quore Technologies, Director of Software Development, 1 years
Artificial Intelligence
Software Engineering Practices
Software Engineering Leadership
Demonstrate Value and Collaborate With Business Partners
Build a World-Class Software Engineering Organization
D.B.A., Florida Institute of Technology, Melbourne, Florida
M.S., Management Information Systems, Florida Institute of Technology, Melbourne, Florida
B.S., Computing Sciences, Freed-Hardeman University, Henderson, Tennessee
Software Engineering Strategy, Leadership, Talent Development, and Management Practices
Software Engineering Methodologies
Organizational Culture, Change Management, and Design
Artificial Intelligence Strategy for Business Goal Alignment and Software Delivery
Artificial Intelligence for Software Engineering Augmentation