Host a Thinkathon
Past Event · 2025 · Recap

If AI can run an insurer,
what else can it run?

We handed the controls of a virtual insurance company to student-built AI agents — then watched what happened over a simulated 20 years. The question underneath: what happens when AI stops being a tool and starts being a decision-maker?

Hack to the Future — a TrustedHub Thinkathon In partnership with Temasek Polytechnic, School of Informatics & IT
1stof its kind
20yrsimulated market
6competing priorities
3findings that matter
Why insurance?

The hardest balancing act in business.

We chose insurance deliberately. It's one of the most complex decision environments imaginable — every choice ripples across multiple stakeholders at once.

Premiums drive customer acquisition. Coverage affects profitability. Claims shape trust. Service quality drives retention. Risk determines survival.

An insurer must constantly balance growth, fairness, sustainability and risk. In other words — a miniature model of almost every modern organisation. If AI can navigate this, it can navigate logistics, healthcare, finance, public services.

GrowthLower premiums win customers — and add risk
FairnessStrict claims protect capital, erode trust
$
ProfitabilityGenerous cover retains — and exposes
!
SurvivalOptimise one metric, break another
The setup

Student teams designed AI CEOs — then let them run.

Each agent had to make decisions across six competing priorities, every simulated year.

01

Customer growth

Win and keep policyholders in a shifting market.

02

Pricing strategy

Set premiums that attract without inviting ruin.

03

Claims management

Pay fairly, fast — without bleeding the balance sheet.

04

Risk mitigation

Survive shocks the market throws without warning.

05

Customer satisfaction

Keep trust high enough to retain for decades.

06

Long-term solvency

Still be standing in simulated year twenty.

Some teams built strict decision frameworks. Others gave the AI room to interpret. Some companies thrived. Others went bankrupt. All of them taught us something.

What we learned

Three findings on autonomous AI.

1

AI doesn't replicate business models. It reinvents them.

The AI wasn't just following instructions — it was developing strategies, trade-offs and behaviours nobody had explicitly programmed. Some agents chased aggressive growth into unsustainable risk; others turned so conservative they protected capital at the cost of any growth at all.

The most successful systems were rarely the ones with the most detailed instructions. They were the ones given clear objectives, sensible constraints, and room to adapt.

Agentic AI doesn't automate your existing process. It has the potential to redesign it entirely.

2

Autonomous AI behaves in ways nobody predicts.

Many teams assumed better prompts would simply produce better outcomes. The reality was messier. Small changes in instruction sometimes produced dramatically different companies. Two models under near-identical objectives arrived at entirely different strategies.

This isn't an argument against trusting AI. It's a reason to design systems that can safely accommodate the unexpected while staying aligned with strategic goals.

As AI systems grow more autonomous, predictability gets harder — not easier.

3

Governance is not optional.

The most important lesson had nothing to do with AI performance. Without guardrails, pure optimisation produced unintended consequences: an AI chasing profit became unfair; one chasing satisfaction became unsustainable; one chasing growth courted catastrophe.

The strongest teams understood that success wasn't about the smartest AI — it was about the most trustworthy system. Ethical guardrails aren't a compliance checkbox; they're a first-principles design decision, built in from the very beginning.

The winning teams didn't build the smartest AI. They built the most trusted one.

Beyond the Thinkathon

It was never about whether AI can run a business.

It was designed to help us ask better questions — the ones that will shape the future of every industry.

Q1What kinds of decisions should AI make — and which must stay human?
Q2How do we govern autonomous systems responsibly?
Q3How do we build AI that is not only intelligent, but trusted?
Q4What does collaboration — not replacement — actually look like?

Where should AI run next?

Insurance was the first model. Bring us a problem statement worth exploring, or co-host the next Hack to the Future with your organisation or campus.