The Death of Traditional GRC: Navigating the AI Revolution with Olivia Rose

AI is changing more than workflows. It’s reshaping how organizations build trust, manage risk, and position security leaders to drive the business forward. In this episode of When Trust Meets AI, Adam Markowitz, Co-Founder and CEO of Drata, sits down with Olivia Rose, founder of Rose CISO Group and a veteran cybersecurity leader, to unpack what GRC teams need to do now to stay relevant in an AI-driven world.

This conversation explores why trust can’t stay manual or point-in-time, how AI is accelerating the shift from reactive compliance to continuous trust, and why the most effective leaders are the ones embracing change instead of waiting for it.

AI doesn’t just create new opportunities. It exposes old problems, raises the stakes for trust, and forces security and GRC teams to rethink how they operate. In this episode, Adam and Olivia explore what that means in practice—from the operational drag of tech debt to the growing need for leaders who can connect security, trust, and business value.

If you’re thinking about the future of GRC, security leadership, or trust in the age of AI, this episode offers a practical and timely look at where things are headed next.

Episode Highlights

• How AI is reshaping trust across business and personal contexts
• Why tech debt may matter more than AI strategy
• How GRC is becoming a strategic, revenue-protecting function
• What today’s CISOs and GRC leaders need to do to stay ahead
• Why leadership mindset matters in times of disruption

Olivia Rose is the founder of Rose CISO Group and a longtime cybersecurity executive with experience spanning virtual CISO services, executive advisory, board communication, cybersecurity program maturity, and enterprise security leadership.

She’s known for helping organizations align cybersecurity with business priorities, navigate governance and vendor risk, and lead through transformation with a practical, executive-ready lens.