Shields Up: Defending the Enterprise with Andrew Olsen

In this episode of Risk Is Our Business, we chart a course through the unknown with Andrew Olsen, Director of Risk Management at Stewart Title and an expert in integrated risk and third-party oversight. Andrew joins host Michael Rasmussen to explore the next frontiers of risk management, from today’s operational challenges to the emerging threats just over the horizon.

What keeps a modern risk leader up at night? For Andrew, it’s not just cyber threats or regulatory pressure, it’s the uncharted impact of artificial intelligence, the growing complexity of third-party ecosystems, and the need to evolve risk technology before it falls behind the threats it’s meant to monitor.

In this candid conversation, Andrew unpacks the real-world hurdles of vendor risk management, shares how he's currently leveraging technology to stay ahead, and lays out his vision for the future of risk tools — systems that are not just dashboards and data, but active copilots in decision-making. He also reflects on how risk teams can escape the back-office echo chamber and deliver visible, strategic value to the enterprise.

From warp-speed change to boardroom translation, this episode is a reminder that risk management isn’t about slowing down, it’s about navigating smarter.