Garry Kolb
Fractional Executive Chief Information Security Officer (CISO)
About Garry
Garry Kolb is a senior cybersecurity strategist and trusted executive advisor with more than 30 years of experience helping organizations secure their operations while enabling business growth. He has led cybersecurity programs across financial services, telecommunications, technology, and government-regulated environments.
Known for his ability to bridge the gap between business leaders and cybersecurity
professionals, Garry focuses on risk over fear and clarity over complexity. He helps
organizations move beyond checkbox compliance and one-size-fits-all security models, guiding leadership teams toward practical, business-aligned cybersecurity programs that protect what matters most while supporting speed, scale, and resilience.
How Garry Has Helped Businesses Optimize Performance
- Business-Aligned Cybersecurity Strategist – Throughout his career, Garry has designed and led cybersecurity programs that support business objectives through alignment of security priorities with operational goals across sectors. Garry established and led a team of senior cybersecurity professionals who advised on issues of cybersecurity to the senior business leaders of PayPal. Beyond fintech sector experience, Garry ensures leaders across financial, telecommunications, and technology sectors understand real business risk, enabling informed, confident decision-making.
- Enterprise Security Architect – As a proven Information Security leader in the technology and financial services industries, Garry has developed, assessed, and even authored works focused on enterprise security methodology. He specializes in uncovering and identifying gaps to quickly recommend mitigation strategies and deliver tangible solutions.
- Scalable Team Leadership – Garry holds extensive experience building, scaling, and
leading Information Security teams, including establishing a team of senior cybersecurity leaders and growing a five-member ECS consulting team to 20 members across several different sites in the financial services industry. Business Continuity Planning (BCP) Specialist – As one of the leaders responsible for the recovery of operations for OppenheimerFunds after the 9/11 attacks on the World Trade Center, Garry was instrumental to the continuity the global asset manager
experienced. OppenheimerFunds had its core processing recovered in less than 5 hours based on the plans and processes Garry and his team proactively had in place.Trusted Executive Advisory – With more than 30 years of experience in the cybersecurity sector, Garry has served as a trusted advisor to senior executives transforming complex cybersecurity barriers into clear, actionable insights. His approach is decisive, supporting entire leadership teams to understand risk, regulatory implications, and tradeoffs without technical overload.
Technology Leadership Experience
- Director of Security Business Engagement, PayPal Inc., Scottsdale, AZ
- Senior Manager of Enterprise Cybersecurity Consulting, PayPal Inc., Scottsdale, AZ
- President and Principal Consultant, The Business Management Group, Monument, CO
- Enterprise Security Architect, Unisys Corporation, Monument, CO
- Director of IT and Strategic Consulting, Cornerstone Communications, Ltd., Rockville, MD
- Lead Security Strategist, Office of CTO, e-Security Inc., Vienna, VA
- Vice President of Strategy, Netrat Software Inc., Englewood, CO
- Assistant Vice President of Network Security, OppenheimerFunds, Denver, CO
Clients and Companies Served
- Kinematics
- Suntec
- Skyline
- MMI
- PayPal Inc.
- Unisys Corporation
- Cornerstone Communications, Ltd.
- Netrat Software Inc.
- OppenheimerFunds
- MCI
- Sprint (Now T-Mobile)
Education
B.A. — Criminal Justice — C.W. Post College of Long Island University
Certified Information Security Manager (CISM) — ISACA
Certified Data Privacy Solutions Engineer (CDPSE) — ISACA
Expertise
Industry Experience
- Government Agencies
- Telecommunications
- Technology
- Financial Services
Specialties
Cybersecurity strategy
Enterprise security architecture
Identity & Access Management
Security operations and engineering
Business continuity
Risk assessment & mitigation
Executive advisory
Product security
Governance & Compliance (ISO, CoBIT)
Leadership, organizational development, and team scaling