Robert Greenberg is a distinguished cybersecurity professional, military veteran, and law enforcement leader with more than 35 years of experience protecting national security and critical information systems. His dynamic career spans the U.S. Air Force, the Hillsborough County Sheriff’s Office, and emerging technology sectors—where he has seamlessly blended operational leadership with deep technical expertise in information assurance, hardware security, and artificial intelligence. Known for his unwavering commitment to service, Robert brings a unique blend of discipline, innovation, and mission-first mentality to every role he undertakes.

Robert’s career began with the United States Air Force, where he served honorably for 24 years, retiring as a Master Sergeant. His military tenure equipped him with unparalleled experience in cybersecurity, intelligence, and secure communications across global operations. He led multiple high-stakes projects focused on protecting Department of Defense (DoD) systems, demonstrating exceptional ability in managing risk, enforcing policy, and securing sensitive information. His leadership was recognized through numerous commendations and appointments to key Air Force boards, including the First Sergeant Board and the Air Force Sergeants Association.

Transitioning to civilian law enforcement, Robert served as a Master Deputy with the Hillsborough County Sheriff’s Office for nearly 12 years. In this capacity, he further honed his expertise in digital forensics, public safety technologies, and network security. He successfully led initiatives to modernize information systems and improve the agency’s cybersecurity posture, becoming a trusted advisor to command staff. His commitment to operational excellence, community service, and mentoring future leaders continued to define his career.

To complement his vast professional experience, Robert pursued academic excellence, earning a Master of Science in Information Security and Assurance and a Bachelor of Science in Computer Information Systems from Strayer University. He is a life-long learner who has continued to add value through ongoing education, internships, and certifications. Notably, he was selected as a 2024 National Science Foundation Veteran Intern at the University of Florida’s HASTE Program, focusing on hardware security and cybersecurity research. His recent work includes projects in printed circuit board (PCB) design, machine learning, and integrated security systems.

Robert is also currently contributing to national security through a government project with Caspia Technologies, applying his skills in project management, AI, and cybersecurity tools in a remote consulting role. His cross-sector experience gives him a rare perspective—balancing tactical needs with strategic imperatives and compliance requirements such as NIST, FISMA, PCI DSS, and FedRAMP. His ability to quickly assess vulnerabilities and implement robust controls makes him a sought-after expert in risk mitigation and cybersecurity resilience.

Robert’s technical toolkit is expansive. He is skilled in penetration testing, threat hunting, incident response, and vulnerability management. His familiarity with tools such as Splunk, Kali Linux, and advanced intrusion detection systems is complemented by strong analytical skills and system architecture knowledge. Certifications in Hardware Security, Incident Response, and Cyber Threat Hunting affirm his commitment to staying on the cutting edge of cybersecurity evolution.

Beyond his professional achievements, Robert is a passionate community leader. For nearly four decades, he has served as a volunteer youth bowling coach, mentoring children and promoting discipline, focus, and personal growth through sport. His dedication to service—both in and out of uniform—reflects a deep-rooted belief in giving back to the community and investing in the next generation.

As he explores board and advisory opportunities, Robert is particularly interested in contributing to organizations in cybersecurity, information technology, and hardware security. His leadership philosophy—anchored in integrity, mission alignment, and service—positions him as a valuable contributor to strategic governance and executive oversight. Whether helping a startup build a secure infrastructure or guiding an established enterprise through digital transformation, Robert brings clarity, structure, and accountability to the table.

Robert has also worked internationally in Germany, Japan, and Korea, gaining cultural intelligence and a global security perspective that informs his approach to leadership and collaboration. His ability to bridge operational and technical conversations with diplomacy and precision makes him a natural fit for cross-functional, cross-cultural environments.

Above all, Robert is driven by purpose. His motto, “Integrity, Service Before Self, and Leadership in Action,” captures the essence of his personal and professional identity. As cybersecurity threats evolve and global challenges grow more complex, leaders like Robert Greenberg are not only essential—they are irreplaceable.

Character:
Robert is a values-driven leader whose military and law enforcement service reflects a deep commitment to integrity, honor, and community. His long-standing dedication to youth mentorship and national security showcases a life anchored in purpose and compassion.

Knowledge:
With advanced degrees and hands-on expertise across cybersecurity, AI, and hardware security, Robert possesses both theoretical knowledge and practical insight. His ongoing education and project work demonstrate a relentless pursuit of mastery and relevance in the field.

Strategic:
Robert brings a strategic mindset to every mission, whether managing classified defense projects or advising on compliance frameworks. His experience across government, private sector, and nonprofit contexts gives him a well-rounded approach to risk management and governance.

Communication:
An effective communicator and team builder, Robert excels at translating complex technical concepts into actionable strategies. His leadership in high-pressure environments is grounded in clarity, empathy, and collaboration.