Welcome back to Zero Signal! In this episode, hosts Conor Sherman and Stuart Mitchell sit down with Matt Hillary, CISO for Drata. Drawing from his experience building security programs at organizations like AWS, Adobe, and Lumio, Matt explores how the CISO role is morphing into a field-facing Chief Trust Officer. He breaks down why establishing internal and external trust requires far more than chasing audit framework badges or vanity scores—it demands radical transparency, operational consistency, and alignment across engineering, legal, and executive teams.
The conversation covers the shift toward continuous assurance and GRC engineering, examining how automated monitoring and AI capabilities can eliminate sampling-based audits while helping teams navigate new AI governance complexities. Matt candidly shares the realities of serving as CISO at a high-visibility security company, addressing the intense field demands, product feedback loops, and mental health challenges. From setting personal boundaries to navigating anxiety and avoiding burnout, this episode delivers practical leadership insights for modern security executives.
About the Guest
Matt Hillary is the Chief Information Security Officer at Drata. Over his career, he has held senior security leadership positions at organizations including AWS, Adobe, Instructure, Weave, Workfront, and Lumio.
Key Moments
The Evolution of the CISO into Chief Trust Officer
Building Continuous Assurance & The Rise of GRC Engineering
AI Governance & Managing Non-Deterministic Workflows
CISO Leadership: Navigating High-Stakes Roles, Anxiety, and Burnout
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