INVITE-ONLY EXECUTIVE ROUNDTABLE
Human Judgement, Trust and Value in Agentic Assisted Insurance
As AI agents take on more of the work in underwriting, claims and complaints, who owns the decision when it actually matters?
📅 Tuesday, 24 November 2026
⏰ 12:00 PM – 2:00 PM
📍 Rockpool Bar and Grill, Sydney CBD
Whether it’s stretched expert capacity, long-tail claims that lose context, or rising regulatory scrutiny of claims and complaints, insurance leaders are being asked to move faster without losing control.
AI agents can now gather information, connect signals and draft recommendations across underwriting and claims. Most insurers are discovering they haven’t decided where the agent should stop and an experienced person should take over.
“Human in the loop” doesn’t answer that. It describes a step, not who’s accountable for it.
Held under Chatham House Rule. What’s said in the room stays in the room, so the conversation can be direct.
WHY THIS MATTERS NOW
The question has shifted from what can be automated to who owns the decision.
Regulators are sharpening their focus on how claims and complaints are handled. At the same time, expert capacity in underwriting and claims is stretched thinner than ever.
Whilst agents promise speed, policyholders are trusting insurers to get the hand-off between agent and human right.
Key challenges driving the conversation:
Too much underwriter and claims handler time goes on gathering and chasing information, not exercising judgement
Long-tail claims lose context and ownership as handlers, evidence and circumstances change over months or years
AI is arriving as isolated tools and copilots, not as governed, explainable workflows
The insurers pulling ahead aren’t automating the most, they’re designing the hand-off most deliberately
WHAT THIS DISCUSSION WILL COVER
Four areas the room will work through together
1. Where expert capacity really goes
Where your best people’s time is lost to assembling information and navigating systems, rather than making the calls only they can make
2. Drawing the line between agent and human
What an agent should handle across underwriting, claims and complaints, and what must stay with a person because a policyholder’s trust depends on it
3. Keeping context on the long-tail claim
How to maintain memory, ownership and the right next action on a claim that runs for months or years
4. Governance the policyholder never feels
What a governed, explainable, agent-supported journey looks like end to end, and how to keep consequential decisions clearly in human hands
WHAT YOU’LL TAKE AWAY
Leave with more than notes
A clearer line between agent and human
A practical view of which work agents can take on, and which decisions must stay with your people
Ideas to free up expert capacity
How peers are giving underwriters and claims handlers more time for judgement, without losing control
A model for accountability
How others are keeping ownership clear as AI takes on more of the work, so “human in the loop” means something
One journey worth proving
A candidate underwriting, claims or complaints journey to test the approach, with the hand-off points already in view
WHO WILL BE IN THE ROOM
A curated group of senior insurance leaders
The value of this discussion comes from hearing how peers across general, life and health insurance are actually approaching it.
Drawn from across Australia’s largest insurers, including:
Underwriting
Chief Underwriting Officer · Head of Underwriting · Head of Commercial and Specialty Lines
Claims
Chief Claims Officer · EGM Claims · Head of Life, CTP, Workers Compensation and Liability Claims
Complaints & Customer Experience
Head of Customer Experience · Head of Member Services · Head of Complaints
Operations, Data & Risk
Chief Operating Officer · Chief Transformation Officer · Chief Data & AI Officer · Chief Risk Officer
Participants are selected to ensure a high-calibre, peer-level discussion, held under Chatham House Rule.
The Programme
12:00 PM: Arrival and networking
A chance to meet the room before the discussion starts
12:15 PM: Welcome and discussion framing
Setting the scope and ground rules for the conversation ahead
12:20 PM: Setting the scene
An overview of the challenges insurers are facing as agents take on more of the work
12:35 PM: Entrée & discussion, where expert capacity really goes
The room’s first course, paired with the opening discussion area
1:00 PM: Mains & discussion, drawing the line and keeping context on the long-tail claim
Continuing over the main course
1:30 PM: Dessert & discussion, governance the policyholder never feels
The final discussion area, closing out the working part of the lunch
1:50 PM: Closing reflections and key takeaways
Each insurer names one journey worth proving
2:00 PM: Close
Attendees are welcome to stay on for informal discussion
The conversation is accompanied by lunch at Rockpool Bar & Grill, set in the Art Deco City Mutual building on Hunter Street in Sydney’s CBD.
Entrée, mains and dessert are woven through the discussion itself, giving the room a natural rhythm rather than a formal agenda.
Reserve Your Seat
Participation is limited to a select group of senior insurance leaders to ensure a high-quality, peer-level discussion.
If you lead underwriting, claims, complaints or customer experience within a general, life or health insurer, this discussion will be directly relevant.
To maintain the integrity of the discussion, we ask that confirmed participants make every effort to attend, or provide advance notice should their availability change.
📅 Date: Tuesday, 24 November 2026
⏰ Time: 12:00 PM – 2:00 PM AEDT
📍 Location: Rockpool Bar and Grill, Sydney