Over the last 6 years, Anil Markose has been embedded with two of the most disruptive changes in technology--the rapid adoption of the public cloud, and rethinking of everything with AI. His front row seat at two of the most impacted organizations in these spaces, AWS and Oracle, gives him a unique perspective on the challenges of managing simultaneous frontier AI model deployment and workforce reskilling and deployment, while building regulatory and customer trust and enterprise security. The complexities of this tectonic shift are enormous. Frontier AI models with accelerating release times down to days coupled with
growing internal risks were only part of the picture, as employees now had the skill of an IT administrator at their fingertips, giving AI agents, being built on laptops, widespread access. More worrisome, layoffs across the sector meant that critical people with decades of institutional knowledge were leaving organizations. Then in 2026, the fear that everyone in security was thinking about happened: Anthropic released the best cyber-focused model, Mythos, a frontier model that was better than any human offensive attacker. Game Over…or did the game just start?
In this talk, Anil leads us through fast-paced changes that now define our technology ecosystem, as he dives into the Top 5 Challenges he underestimated at scale. These lessons are not unique to his journey, but could be entrepreneurial opportunities for innovation, framing the work all big companies will have to take on as they transform with AI. This chance to see around corners highlights intriguing opportunities for entrepreneurship, as well as for transforming the world’s largest and smallest organizations.
Anil Markose is Oracle’s Group Vice President for Governance, Risk and Compliance (GRC) Technology Modernization. A career in leveraging distributed data for high speed decision making, from the US Air Force to Global Companies to a Start-Up, provides the backdrop for his talk, and for his current role, where he manages regulatory and customer trust and enterprise security for Oracle.
