An AI thinking partner pre-loaded with your role, your market and your regulator — built for the decisions you've never made before.

The first AI simulator for insurance leaders

Rehearse before you commit.
Decide with confidence.
Lead with impact.

Every insurance leader will make a dozen decisions this year they have never made before - each one irreversible at scale, each one rehearsed nowhere. My Insurance Coworker changes that.

Start in the simulator. Lead in the real world.

50 role-specific AI personas
30+ scenarios per role
4 markets · UK · US · SG · HK
Powered by Claude

Apply for the launch pilot

Complete the pilot - get Live Mode free for 12 months. We review applications and reply within 24 hours.

Prerequisite: You'll need your own Claude Pro or Team subscription and the Cowork desktop app. We'll confirm this during follow-up.

Thanks - your application is in.

We've received your pilot application. Within one business day, TDI Academy will review it, send you the role-specific deck, and reach out personally with next steps for the Sim Mode trial.

THE LAUNCH PILOT OFFER

Complete the pilot. Get Live Mode free for 12 months.

30-minute activation walkthrough · Complete 2 scenarios · One feedback call → Live Mode unlocked free for 12 months.

Apply for the pilot →

Limited launch cohort. We review applications within 24 hours.

The launch pilot - five steps

From application to Live Mode in roughly three weeks.

A deliberately high-touch programme. We're hand-picking the first cohort, building a relationship with each customer, and giving Live Mode free for 12 months to everyone who completes the pilot.

  1. 01
    Apply to join - 60 seconds

    Tell us role, market, line of business and LinkedIn. We acknowledge on the spot.

  2. 02
    Role deck within 24 hours

    If accepted, we email the role-specific deck and the Sim Mode trial offer.

  3. 03
    30-minute activation walkthrough

    We install Sim Mode on your machine, set role / market / LoB, and run one scenario together.

  4. 04
    Complete 2 scenarios + feedback call

    One Foundation, one Advanced or Strategic - at your own pace. 45-minute feedback call closes the pilot.

  5. 05
    The reward
    Live Mode unlocked - free for 12 months

    Load your real brand, financials and board format. Sim stays available - toggle per scenario.

Open to insurance leaders ready to do the work. After the 12 months, you move to a standard Live Mode subscription - pricing confirmed well before then.

A principle, generations old

Every high-stakes profession rehearses.
Insurance never got a simulator - until now.

For generations, the answer has been the same across every high-stakes profession: rehearse before you act. Insurance leaders got training courses, advisory decks, peer conversations and consultants - but never a place to practise.

Pilots

Log hundreds of hours in a simulator before they touch a real cockpit.

Surgeons

Rehearse on cadavers and digital twins before the first incision.

Fighter pilots

Run thousands of simulated sorties before their first live one.

Nuclear operators

Train in full-scale replicas of the reactors they will one day run.

Every insurance CEO will make a dozen decisions this year they have never made before. Each one irreversible at scale. Each one rehearsed nowhere.
What is My Insurance Coworker

An AI thinking partner purpose-built for insurance decisions.

Unlike generic AI tools, your Coworker is pre-loaded with deep insurance knowledge - the regulations, the market dynamics, the operational realities - for your specific role, market and line of business. It runs locally on your own Claude subscription, so your data never leaves your control.

R
Role-specific

50 leadership personas, each with its own decision domains, knowledge base and characteristic challenge patterns. Built to think like a CEO, CFO, Head of UW, Chief Actuary or NED - not a chatbot.

M
Market-aware

UK, US, Singapore and Hong Kong jurisdiction packs at launch - PRA/FCA, NAIC, MAS, Insurance Authority (IA) and state-level overlays - with EU country packs available on demand.

Two modes

Sim Mode for safe rehearsal against synthetic insurers. Live Mode for real decisions grounded in your company's data, strategy and regulatory environment.

The 8 superpowers

Eight superpowers of AI-augmented insurance leadership.

Rehearse before you commit. Decide with confidence. Lead with impact. Here's what changes when an AI Coworker that understands your role, market and line of business sits alongside you.

1

Decision rehearsal

Practise high-stakes decisions in a safe simulator before the real meeting.

  • 30+ realistic scenarios
2

Strategic X-ray vision

See second-order impacts, risks and opportunities before others do.

  • Scenario analysis
  • Stress testing
3

Instant executive bench

Tap the thinking of the CFO, CRO, CTO, Chief Actuary and more in every conversation.

  • 50 role-specific personas
4

Time compression

Do weeks of strategic work in hours.

  • Guided workflows
  • Instant insights
MY INSURANCE COWORKER
Your AI thinking partner for insurance decisions.
5

Boardroom foresight

Anticipate the questions. Walk in prepared.

  • Board-ready outputs
  • Stakeholder mapping
6

Regulatory radar

Navigate regulations with confidence across jurisdictions.

  • Jurisdiction packs for key markets
7

Transformation confidence

Lead complex change with clarity and reduce execution risk.

  • Change frameworks
  • Implementation roadmaps
8

Executive muscle memory

Build leadership instincts through repeated high-stakes practice.

  • Feedback loops
  • Capability building
Sim Mode

Practice. Build confidence. Safe · Structured · Risk-free

Live Mode

Apply to real challenges. Your data · your context · your market.

Real-world impact

Make the right decisions. Lead transformation. Create value.

Two powerful modes

From safe practice to real-world impact.

Start in Sim Mode with a synthetic insurer that looks and behaves like one in your market. Upgrade to Live Mode when you're ready to load your own data, strategy and regulatory context. The same Coworker - sharper every step.

Sim Mode

Practice and build capability - risk-free.
  • Realistic synthetic scenarios for your specific role
  • 30+ decision scenarios across P&C, Life and Health
  • Structured learning with knowledge packs and guided modules
  • Safe environment to explore without business consequences
  • Build confidence before facing real decisions

Live Mode

Apply to real business challenges with your data.
  • Everything in Sim Mode - keep rehearsing as you go live
  • Load your company data, strategies and market context
  • Work through real decisions with AI that knows your business
  • Jurisdiction-aware: local regulations, market practices
  • Continuous updates as regulations and markets evolve
  • Your confidential strategic thinking partner
50 leadership roles

Built for the whole insurance leadership team.

From the boardroom to the front line - each role has its own AI persona with deep domain knowledge, characteristic challenge patterns and cross-role consultation with the rest of the EXCO. TDI Academy Foundry clients can extend Coworker further into operational and customer-facing teams.

Board · 1
  • Non-Executive Director
Core EXCO · 9
  • CEO
  • CFO
  • COO
  • Chief Distribution Officer
  • CRO
  • CMO
  • CHRO
  • Chief Actuary
  • Head of Strategy
Specialist Tech · 10
  • CTO
  • CDO
  • CIO
  • CISO
  • Head of AI
  • Group CTO
  • Head of Technology
  • Chief Architect
  • Head of Engineering
  • Head of Transformation
Operations · 4
  • Head of Underwriting
  • Head of Claims
  • Head of Customer Service
  • Head of Legal & Compliance
Distribution · 4
  • Head of Agency
  • Head of Broking
  • Head of Bancassurance
  • Head of Affinity
Practitioner · 22
  • Operations Manager · Claims Manager
  • Contact Centre Manager · Regional Sales Manager
  • Head of Digital Sales · Head of Partnerships
  • Head of FP&A · Head of Internal Audit
  • Head of Investments · Pricing Actuary
  • Reserving Actuary · Head of Data & Analytics
  • Head of IT Operations · Head of Information Security
  • Head of IT Project Delivery · Head of Product
  • Head of Reinsurance · Head of Fraud
  • Head of Motor, Property & Casualty
  • Head of Regulatory Affairs · Head of Talent & Learning
  • VM & Procurement Manager
50
Roles built
1,650
Scenarios available
4
Launch markets · UK · US · SG · HK
4
Lines of business
Your personal journey

Start with the simulator. Upgrade to Live when you're ready.

Four steps from interest to impact - and you keep your role persona, knowledge packs and scenario history as you progress.

STEP 1

Choose your role

Pick from 50 insurance leadership roles. Choose your market - UK, US, Singapore or Hong Kong - and your line of business.

STEP 2

Start simulating

Work through realistic scenarios against a synthetic insurer that matches your market. Build capability and confidence safely.

STEP 3

Go Live

Load your company data, strategies and constraints. Get recommendations grounded in your reality and your regulator.

STEP 4

Make impact

Better decisions, faster execution, board-ready outputs and measurable business outcomes - backed by your AI Coworker.

Security, privacy & trust

Enterprise-grade security built into every interaction.

My Insurance Coworker ships as passive content - no executables, no server-side components. All AI processing happens locally on your machine via your own Claude subscription. Verifiable. Auditable. Yours.

C
Powered by Claude

Built on Anthropic's Claude - the most safety-focused frontier AI platform. SOC 2 Type II certified.

D
Your data stays yours

In Live Mode, your company data never leaves your local drive. Conversations are not used to train AI models under Claude Pro, Team or Enterprise.

R
Regulatory alignment

Designed for insurance's strict data handling - supports alignment with GDPR, MAS, PRA/FCA, HK IA / HKMA and state-level requirements.

G
Grounded responses

Every role is grounded in curated knowledge packs. Your Coworker cites sources and flags uncertainty rather than guessing.

A
Audit trail

Optional full conversation logging available for compliance and governance requirements.

E
Enterprise deployment

TDI Academy Foundry customers can deploy in their own environment with GPG-signed packages and no data leaving their infrastructure.

Complete the pilot. Live Mode is yours free for 12 months.

We're hand-picking the launch cohort. Tell us about your role and we'll review your application within 24 hours.

  • Role-specific deck within 24 hours of acceptance
  • Sim Mode trial - 30-minute activation walkthrough on your machine
  • Complete 2 scenarios + a 45-min feedback call
  • Live Mode unlocked - free for 12 months on completion (Sim stays available too)
Apply for the pilot ↑

Or write to coworker@the-digital-insurer.com.