CIO PODCAST SERIES
The AI Advantage
Navigating Risk, Reward, and Real-World Deployment
The AI era has arrived, but 70% to 95% of AI pilots fail to get off the ground. The time is ripe to prove how you can move beyond POCs, prototypes, and feasibility studies to real ROI and measurable business outcomes. In this engaging and insightful podcast series, we drill into what successful AI adoption is all about.
Beyond the Singular Project: Building an AI-Driven Enterprise
AI is not just a new tool or a collection of siloed projects—it's a fundamental shift in your company's operating model. Are you treating it like a standalone product or a scalable, integrated business model? This candid discussion explains how forward-thinking CIOs can move past siloed projects and endless pilots to create enterprise-wide AI adoption. We explore the strategic blueprint needed to integrate AI across your business and we answer: What does an AI-first approach mean for your employees and teams?
Dr. Abel Sanchez, Research Scientist at MIT, Professor John Williams, Professor of Information Engineering at MIT, and Keith Schlosser, multi-time CIO, answer questions about:
- Why initial AI projects set out to solve a single problem
- How CIOs and CEOs can create an AI-first enterprise
- Shifting your company's operating model to a scalable, integrated business approach
- How CIOs should prepare their teams to fully leverage the value of AI while retaining company culture
- The importance of human-in-the-loop when it comes to AI solutions
- Predictions for the next big change in AI and how IT and business leaders can prepare
From CIO Initiative to C-Suite Priority: Governing AI for Enterprise Impact
Many organizations struggle to advance their artificial intelligence initiatives when leadership teams operate with misaligned expectations and priorities. This conversation cuts through technical jargon to address the fundamental challenges of building consensus, implementing effective oversight structures, and creating sustainable business value.
Andrew Robinson, CEO at Skyward Specialty Insurance, Casey Kempton, President of Personal Lines at Nationwide, and Keith Schlosser, multi-time CIO, answer questions about:
- How CEOs define compelling use cases for AI implementation
- How to assess and tackle challenges associated with AI-driven business transformation
- The best practices for aligning C-Level management and the board on AI initiatives
- How CIOs can frame AI investments as strategic priorities
- A CEOs perspective on how CIOs can ensure better leadership alignment around AI ethics, compliance, and security
- Predictions for the next big change in AI and how IT and business leaders can prepare
Internal alignment: How the CIO can mobilize the entire IT organization for AI
This episode tackles the crucial challenge of achieving IT-wide alignment—the necessary foundation for enterprise AI scale. We explore the operational blueprint for mobilizing your internal technology teams.
Ganesh Subramaniam, Head of Strategic Initiatives at Guardian, Carmen Granto, CIO at Fortitude Re, and Keith Schlosser, multi-time CIO, answer questions about:
- How CIOs can identify critical AI skills gaps in their existing IT workforce
- Effective strategies for getting IT talent ready to support and manage modern AI solutions
- Advice to help CIOs speak the same AI language as the broader business
- Predictions for the next big change in AI and how IT and business leaders can prepare
From fear to framework: Building a secure and compliant AI operating model
This episode provides CIOs and CISOs with an actionable framework to manage AI security risks—including data breaches, IP theft, and malicious prompts—through effective guardrails, data protection, and robust governance that enables secure, compliant AI innovation at enterprise scale.
Allen Wilson, CISO at AXIS Capital, and Brian Fricke, CISO at City National Bank of Florida, answer questions about:
- What keeps CISOs up at night regarding AI implementations
- How CISOs can protect their organizations from malicious prompt injections
- Defending against data loss when employees use, if unintentionally, public or unsanctioned AI tools
- How CISOs can help drive the vendor and tool selection process
- The security benefits of a unified AI platform vs. multiple point solutions
- Ensuring security is an accelerator to AI implementations, not a hindrance
- The future predictions on AI and security
The CIO's guide to agentic AI in the enterprise
From assessing potential use cases through an effort-versus-value framework to establishing best practices for moving from experimentation to production, this guide provides a strategic roadmap for CIOs looking to unlock the full potential of autonomous AI agents.
