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Underwriting GTM Lead - AI Product

Job in Greater London, London, Greater London, W1B, England, UK
Listing for: Harrison Holgate
Full Time position
Listed on 2026-02-24
Job specializations:
  • Insurance
    Underwriter, Insurance Analyst
Job Description & How to Apply Below
Location: Greater London

Underwriting GTM Lead (AI-Driven Insurtech with a London Market Focus)

Are you an experienced Underwriter who is genuinely curious about AI and how technology can reshape the way underwriting teams operate? This is not a typical underwriting role! I am supporting a fast-growing, VC-backed AI start-up that is quietly making serious waves across the Commercial and Specialty insurance market. The business is already working with insurers and processing significant volumes of premium, but is still early enough for the right person to have real influence.

This role offers the chance to step away from pure underwriting and move into a high-impact, market-facing position, helping underwriting teams adopt a platform that materially improves how risk decisions are made.

The Opportunity

This is a hybrid GTM (Go-To-Market) / Underwriting Specialist role, sitting at the intersection of underwriting, product, and commercial strategy.

You will:
  • Help clients understand how AI can genuinely enhance decision-making, efficiency, and consistency
  • Play a key role in driving adoption, embedding the platform, and shaping how it evolves based on real market feedback
  • Be trusted to represent the product, the business, and the underwriting voice internally and externally
What You’ll Be Doing
  • Engaging underwriting leaders and building early-stage commercial relationships
  • Leading pre‑sales discussions as the underwriting expert, shaping solutions and closing opportunities
  • Supporting RFIs, RFPs, product evaluations, and procurement processes
  • Working closely with clients post‑sale to ensure successful onboarding, adoption, and long‑term value
  • Feeding real underwriting insight back into the product roadmap
  • Representing the business at industry events, round tables, and workshops
  • This is a role for someone who enjoys conversations, influence, and problem‑solving, not spreadsheets and referral slips
Who This Will Suit
  • An underwriter with circa 4 years’ experience in the London Market or similar specialty/commercial environment
  • Someone with a genuine interest in AI, data, and digital transformation (hands‑on experience not essential)
  • A strong communicator who can translate complex ideas into practical, commercial value
  • Someone who wants to make an impact, not just maintain a portfolio
  • Comfortable operating in a start‑up environment where autonomy, curiosity, and ownership matter
Why This Role Is Different
  • You are helping shape how underwriting teams operate, not just supporting it
  • Your voice directly influences product direction and market strategy
  • You will sit close to senior stakeholders, both internally and client‑side
  • The business is well‑funded, credible, and already live in the market, but still early enough to be exciting

For an underwriter who has started to question “what’s next?”, this is a rare and genuinely fulfilling alternative path.

If you’d like to explore this confidentially, I’m very happy to talk through the business, the vision, and whether this could be the right next step for you.

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