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Charlie Winckless
VP Analyst
Gartner
Speaker Topics
- Using AI in Cybersecurity
- Executive Communication and Metrics
- Opening Keynote Aligned
- Converged Security Tools and Mesh Architectures
- Cloud Security
- Cybersecurity Management, Governance and Policy
- Managing Cyber Risk
- Managing Threats, Vulnerabilities and Exposures
Speaker Bio
Charlie Winckless has over 35 years experience in IT, and almost 20 years working in cybersecurity. He is a Vice President Analyst on Gartner’s Cybersecurity Leadership team, focusing in the intersection of cybersecurity technologies and leadership aspects. He provides a broad view of cybersecurity technologies, and advises CISOs and their teams on overall cybersecurity technology strategies He has particular focuses on cloud security and sovereignty (including hyperscaler security, CNAPP, neoclouds, and SaaS), SSE and SASE, and zero trust.
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Sessions
Tuesday, 04 August, 2026 11:00 AM - 11:30 AM BRT
Cloud Security 201: The Cloud Security Cookbook
Charlie Winckless,
VP Analyst, Gartner
The majority of Gartner clients see cloud as business critical for their organization. This means that effective and appropriate cloud security — be it for IaaS, PaaS or SaaS — is a key element of a successful security program. This session will provide a lightning tour over the key elements of a successful approach, where they should be applied and help decode the complex range of acronyms, approaches and associated tools that are required for this success.
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Tuesday, 04 August, 2026 02:30 PM - 03:00 PM BRT
Top Cybersecurity Predictions for 2026
Charlie Winckless,
VP Analyst, Gartner
Change is the only constant in cybersecurity. This session examines the future of cybersecurity, identifying and explaining Gartner's top cybersecurity predictions for the coming year.
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Wednesday, 05 August, 2026 12:00 PM - 12:30 PM BRT
How to Create, Implement and Use a Vendor Trust Index to Guide Cybersecurity Product Selection
Charlie Winckless,
VP Analyst, Gartner
Many cybersecurity buying decisions are based on technical capabilities and price (and not necessarily in that order). As platforms become the norm and more and more functionalities depend on less vendors, it is equally as important to have an index of vendor trust that can inform your buying decisions, especially in more commoditized markets. This session will introduce the Vendor Trust Index, explain its use, and show how to effectively develop one that is tailored to your organizational objectives.
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Wednesday, 05 August, 2026 04:30 PM - 05:00 PM BRT
CISO Cyber Regret: How to Survive a Boardroom Reckoning
Charlie Winckless,
VP Analyst, Gartner
Cyber regret looms on the horizon. CISOs enjoy an unprecedented period of cybersecurity investment and innovation, but years of low budget scrutiny leads to looming regret over unrealized value and missed opportunities. This session introduces a framework to help CISOs prioritize, address and reduce cyber regret to an optimal level that balances investment risk-taking with value.
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