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Standard vulnerability scans often miss the high-impact risks that lead to real-world breaches. In this collaborative webinar with Health-ISAC, Andrew McNicol of Breakpoint Labs shares actionable insights from 16 years of "hacking hospitals" to help healthcare leaders move beyond compliance and toward true resiliency. This session explores how attackers bypass traditional defenses by exploiting application logic, misconfigured Active Directory environments, and human error. Andrew also discusses five key takeaways developed in coordination with HHS OIG to help hospitals secure their most critical, life-supporting systems. Key Moments & Timestamps 00:00 – Introductions: Healthcare Security in Focus 03:47 – Phase 1: Planning a Pen Test for Life-Supporting Systems 07:43 – The Hybrid Approach: Why Purple Teaming is Essential 10:13 – Reducing Risk: The "Assumed Breach" Scenario 15:00 – How a Pen Test Mirrors Real Adversary Behavior 18:30 – Beyond CVEs: Why Attackers Abuse Application Logic 21:30 – The Help Desk Backdoor: Bypassing MFA with a Single Call 26:19 – Brute-Forcing "Secret Questions" with AI Assistance 30:52 – Active Directory Hazards: Why "Disabled" Accounts Can Still Be Abused 37:38 – Network Shares & Snaffler: Finding Exposed Sensitive Data 39:53 – Physical Security Bypass: Using Compressed Air to Unlock Doors 46:00 – AI in Healthcare: Governance, Procurement, and Feature Abuse 49:12 – 5 Key Takeaways for Resilient Security (Developed with HHS OIG) 52:45 – Q&A: Corporate Entity Risks and Medical Device Segmentation Resources: Visit our Blog & Video Hub: Explore deep dives on Active Directory security and technical attack walkthroughs at https://breakpoint-labs.com/blog/ https://breakpoint-labs.com/videos/ Presented by Andrew McNicol: Cybersecurity expert, penetration tester, and security strategist. Andrew specializes in uncovering the hidden risks in business processes and physical security layers that leave organizations vulnerable to real-world attacks. #HealthcareSecurity #HealthISAC #PenetrationTesting #CISORisk #HHS