Enterprises are rushing to adopt autonomous AI agents that can plan, reason, and act across complex environments. But most are hitting a wall. Years of investment in digital transformation have papered over deeper, structural issues—what HFS Research calls enterprise debts. It’s the tangled processes, poor quality data, legacy tech, skills gaps, and governance bottlenecks that are now standing between hype and real value.  

This roundtable is for business and tech leaders who are done with shallow pilots and are ready to tackle the hard stuff: how to re-architect the enterprise so AI agents can actually do something useful—at scale, securely, and with strategic intent.  

Key themes we’ll explore:

  • Process debt: Legacy workflows in an autonomous world
    How can AI agents operate in environments built for human handoffs, batch processing, and approvals
  • Skills debt: Rewiring the workforce for AI-human collaboration
    Agentic AI isn’t replacing people—it’s changing how work gets done. Do you have the leadership, talent, and culture to manage and supervise autonomous systems?
  • Data debt: From silos to agent-ready intelligence
    AI agents need clean, connected, contextual data to function. Most enterprises are still drowning in duplicates, locked in systems, and buried under governance inertia.
  • Tech debt: Architecting for composability and control
    Cloud, SaaS, APIs, legacy—your stack is now the agent’s playground. Is it composable enough to support autonomy without becoming a risk nightmare
  • Governance and risk: Autonomy without anarchy
    Supervision, escalation, auditability—how do you manage agent behavior, not just outputs? What does responsible autonomy actually look like?

It’s time to stop treating agentic AI as an experiment and start treating it as infrastructure. We’ll explore how to build for outcomes, not just innovation theater.

HFS Participants
Venue: The Dorchester
53 Park Lane, London W1K 1QA 
Why attend?
  • Cut through the AI hype. Learn from peers who are moving beyond pilots to operationalized, accountable AI strategies.
  • Shape industry thinking. Be part of a focused conversation among transformation leaders across underwriting, claims, pricing, and customer experience.
  • Exchange hard truths. What’s actually working, what’s stalled, and what cultural, regulatory, and infrastructure hurdles are still holding insurers back?

This roundtable is designed to be intimate, interactive, and off-the-record—allowing you to share candid perspectives and walk away with clarity and connections.

This is not another event about what AI could do—but a working session on what it must do to deliver on its potential across your enterprise.

This event is conducted in collaboration with 

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NOTE: This event is designed for leaders overseeing Cloud and AI strategy within their organizations, including Chief Information Officers, Chief Technology Officers, Chief AI Officers, Chief Data and Analytics Officers, as well as Enterprise Architects and Engineers.

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