Every insurance organization and risk management firm is somewhere on the AI journey – but most don't know exactly where they stand or what comes next.

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Future of Risk Conversation

AI’s Turning Point: Technology That Talks Back

Every insurance organization and risk management firm is somewhere on the AI journey – but most don't know exactly where they stand or what comes next. Many are stuck in endless pilot programs. A few have broken through to meaningful implementation that's transforming how they assess risk, price policies, and serve customers.

This discussion maps the real AI journey that organizations experience, from first curiosity to transformative impact. Unlike previous technological revolutions that changed our industry – from computerized actuarial tables to digital claims processing – we're witnessing something unprecedented: technology that talks back to us, learns from our data, and evolves with our businesses.

With recent reports suggesting AI projects routinely fail to deliver ROI, many of the questions about the future of AI are profoundly important.

What We'll Explore:

  • Honest assessment: Where is your organization really on the AI spectrum
  • Historical context: How this breakthrough differs from past insurance tech adoptions
  • The acceleration imperative: Moving beyond cautious experimentation in risk assessment
  • Real customer stories of insurers and risk managers who've crossed the chasm
  • Your next steps: Practical moves for tomorrow morning.

Join us for a thought-provoking conversation about the AI journey in risk management and insurance – complete with the detours, dead ends, and breakthrough moments that define the path to success in our industry.

Date: October 8, 2025

Time: 1:00 pm EDT

Register with On24

About the Speakers


Paul Carroll

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Paul Carroll

Paul Carroll is the editor-in-chief of Insurance Thought Leadership.

He is also co-author of A Brief History of a Perfect Future: Inventing the Future We Can Proudly Leave Our Kids by 2050 and Billion Dollar Lessons: What You Can Learn From the Most Inexcusable Business Failures of the Last 25 Years and the author of a best-seller on IBM, published in 1993.

Carroll spent 17 years at the Wall Street Journal as an editor and reporter; he was nominated twice for the Pulitzer Prize. He later was a finalist for a National Magazine Award.

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Jaime Henry

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Jaime Henry

Jaime Henry is an energetic senior leader who has been a proud Origamian since 2015 and brings 20 years of client support, product management, and strategy experience to her work with both clients and colleagues. She loves the company’s culture of collaboration and focus on client satisfaction and brings that to her work as the Vice President of Product to drive product strategy and execution for the platform and each of the markets Origami serves. In her time at Origami, Jaime has worked as the Director of Market Strategy, Healthcare Market Strategy Lead, and Service Delivery Manager.

Jaime received a bachelor’s degree in management information systems from Saint Mary’s College of Notre Dame, Indiana.

Dr. John Sviokla

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Dr. John Sviokla

Dr. Sviokla is the chairman and co-founder of GAI Insights. Throughout his career he has explored the practical implications of leading technologies. He is widely published and was a Partner at PwC, Vice Chairman of Diamond Technology Partners, and a Harvard Business School Professor, where he pioneered AI research and AI courses. Dr. Sviokla has his Doctorate, Master's, and BA from Harvard University. He was named a Executive Fellow at Harvard Business School to develop cases for the MBA and Executive Ed programs and is a Forbes contributor.