Healthcare Cyber Briefing
Clearwater hosts a virtual Healthcare Cyber Briefing. During each hour-long, dynamic, educational session, an industry expert will draw on their experience to cover key topics & trending news related to healthcare privacy, cybersecurity, & compliance. Please subscribe today, and take a look at the replays from our past sessions.
AI on Defense: What Healthcare Is Learning About AI Risk
- Dave Bailey, VP of Consulting Solutions & Strategy
- Harry Lu, Vice President, AI Solutions
- Mahesh Chintakunta, CISSP, CPCU Deputy Chief Information Security Officer Rush University System for Health



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AI adoption in healthcare is moving faster than many organizations’ ability to govern and secure it. This month, we’ll look at what that gap means in practice and what a more defensible approach to AI risk can look like.
Dave Bailey will open with the latest healthcare threat intelligence, breaches, and regulatory developments. Then Clearwater VP of AI Solutions Harry Lu will be joined by Mahesh Chintakunta, Deputy Chief Information Security Officer at Rush University System for Health and Harry’s co-lead on the Coalition for Health AI (CHAI) Defensive Playbook.
Together, they’ll discuss the work underway to develop practical cybersecurity guidance for healthcare organizations confronting frontier AI risk, including the questions providers should be asking now as models become more capable and more deeply embedded in clinical and business environments.
We’ll also share early findings from Clearwater’s 2026 Healthcare AI Security & Governance Benchmark Study, including where healthcare organizations are accelerating adoption, where governance is struggling to keep pace, and what that growing distance means for security leaders building their AI programs today.
Upcoming Session: October 8th, 12:00-1:00 PM (Central Time)
Clearwater Cyber Briefing 2026 Session Schedule, all events start at 12:00-1:00 PM (Central Time)
October 8th, November 5th, December 3rd
Recent Sessions:
The Cloud Identity Crisis: How Attackers Exploit Permissions, Misconfigurations, and Trusted Access in Healthcare Cloud Environments
- Dave Bailey, VP of Consulting Solutions & Strategy
- Brian McManamon, General Manager of Clearwater's Managed Security Services and Managed Cloud Services
- Steve Akers, CTO/CSO/Corporate CISO



Beyond Compliance: Risk Analysis, Risk Management, and the Future of HIPAA Enforcement
- Dave Bailey, VP of Consulting Solutions & Strategy
- Robert Kantrowitz, Partner at Kirkland & Ellis
- Iliana Peters, Shareholder at Polsinelli and former Deputy Director at HHS OCR



Recovery Under Pressure: What Separates Weeks from Months in Healthcare Incident Response
- Dave Bailey, VP of Consulting Solutions & Strategy
- Heather Hanson, Manager of Resiliency Services, Clearwater


AI-Driven Vulnerability Discovery
- Dave Bailey, VP, Security Services, Clearwater
- Justin Sun, Director of Security Operations Center
- Tyler Jones, SOC 3 Analyst
- Jeremy Hughes, Manager Consulting Services & Security Engineering Services




Past Sessions:
Understanding Systemic Cyber Risk in Healthcare with HSCC Leadership
Inside Washington: What’s Moving on the Hill and at HHS
When the Cloud Becomes the Attack Surface: Hybrid Risk, Identity, and Governance in Healthcare
Assessing Readiness in a New Framework: Navigating NIST CSF 2.0 in Healthcare
Healthcare Cyber Outlook 2026: Insights from HSCC’s Greg Garcia
2025 in Review: What the Breaches, Threats, and Data Tell Us Now
From Point-in-Time to Real-Time: How Continuous Threat Exposure Management Strengthens Cyber Resilience
Speaking the Same Language: Building Trust Between Security and the Enterprise
OCR Enforcement Findings in Cloud Environments and the Ramifications to HIPAA Risk Analysis
From Innovation to Exposure: How Healthcare Tech Trends Are Reshaping Cyber Risk
Enterprise Cyber Risk Management: Benchmarking Maturity, Prioritizing Risk, and Building a Resilient Program
Uncensored AI: Understanding the Rising Threat of Malicious Use by Cybercriminals
Alliance Agenda: A Discussion on HSCC’s Vision for Advancing Healthcare Cybersecurity
Lessons From the Field: Cybersecurity Trends Across the Healthcare Ecosystem
Early 2025 Vulnerability Trends and the Future Data Encryption Risk Hackers are Betting On Now
April 2025
Presented by:
Steve Cagle, Jaime Cifuentes, Jackie Mattingly, Hal Porter