Question
Not specified
5-10

GTM Lead - Insurance

3/28/2026

The primary mission is to execute and scale the go-to-market strategy for the insurance vertical, focusing on closing high-value mid-market and enterprise contracts by demonstrating the efficiency and compliance advantages of agentic AI technology. This involves owning the full sales cycle from pipeline generation and market mapping through negotiation, while also ensuring post-sale success and driving account expansion.

Salary

80000 - 100000 EUR

Working Hours

40 hours/week

Company Size

11-50 employees

Language

English

Visa Sponsorship

No

About The Company
InteractiveAI puts you in control of AI development. Start shipping production-grade agentic AI with rigorous evaluation and monitoring for both LLM and human outputs.
About the Role

What You’ll Do

As our GTM Lead for the Insurance vertical, your primary mission is to execute and scale our go-to-market strategy for the insurance sector and close high-value mid-market and enterprise contracts. You will drive revenue by proving how our breakthrough agentic AI technology delivers massive operational efficiencies, regulatory compliance advantages, and new monetisation opportunities for insurance carriers and brokers.

  • Drive Revenue & Execute GTM: Own the go-to-market motion and full sales cycle for the insurance sector—from self-led pipeline generation and market mapping through negotiation to final signature, ruthlessly penetrating high-value insurance verticals.
  • Position & Pitch: Act as a market pioneer, clearly articulating the transformational ROI of managed AI agents to insurance decision-makers, tailoring the value proposition to industry-specific pain points (e.g., claims automation, underwriting efficiency, policyholder support, and fraud detection).
  • Farm & Expand: Ensure a seamless post-sale handover to the implementation team, while retaining strategic oversight of the relationship to secure renewals, upsell new use cases, and drive multi-X growth within your closed insurance accounts.
  • Collaborate for the Win: Work closely with product and engineering to structure compelling deals that meet strict insurance data privacy and compliance standards, and collaborate with leadership to refine pricing and packaging for the insurance market.
  • Activate Networks: Build and leverage an ecosystem of insurance sector introducers, system integrators, and strategic partners to accelerate pipeline generation and close rates.


What We’re Looking For

  • Insurance Vertical Expertise & Network: You must bring an established network and a proven sales record selling complex tech into the insurance industry. You have deep experience penetrating segments such as Property & Casualty (P&C), Life & Health, Reinsurance, Managing General Agents (MGAs), Large Brokers, or InsurTech.
  • Proven Record of Selling: A strong track record of hitting and exceeding target quotas, with a proven capability of generating and closing a €1M+ annual pipeline within the insurance sector.
  • Enterprise / B2B Technology Expertise: Deep, firsthand experience value-selling complex, secure technology solutions (SaaS, AI, or data-driven products) to enterprise clients with stringent regulatory requirements.
  • Full-Funnel GTM Ownership: Demonstrated ability to build and optimise the entire revenue funnel for a specific vertical—from outbound prospecting, demand generation, and category positioning to negotiation, closing, and account expansion.
  • Category Creation Experience: Experience building a new category or aggressively selling a product in a space with previously low penetration.
  • Data-Driven & Analytical: Experience with funnel analytics, spreadsheet proficiency, and using data to iterate on your go-to-market motions to close deals faster.
  • Excellent Communication: Strong verbal and written communication skills in English; proficient in creating compelling presentations, delivering technical demos, and negotiating with Insurance CXOs (CEO, CTO, Chief Claims Officer, Chief Underwriting Officer, Chief Risk Officer).


What You’ll Get

  • Competitive base salary (80,000-100,000€) + performance bonuses tied directly to closed revenue and growth KPIs
  • Access to equity
  • Private health insurance
  • Flexible work setup + travel when needed (based in Dublin, Madrid, or Lisbon)
  • 23-25 days of holidays/paid time off


Who You Are

  • Proactive & Resourceful: You take the initiative to identify target accounts, generate self-led pipelines, and push deals across the finish line without waiting for instructions.
  • Accountable & High-Ownership: You take full ownership of your quota, customer lifecycle, and commitments. You are fiercely driven by closed-won results.
  • Entrepreneurial Mindset: You thrive in ambiguity, embrace rapid change, and deliver in a high-paced startup setting. You act like the CEO of your vertical territory.
  • Market-Sensing: You read market signals, competitive moves, and regulatory shifts to adapt your pitch and win deals.
  • Team Player: You collaborate effectively across disciplines, give and receive feedback constructively, and act as a bridge between business and technical teams to get complex contracts signed.


Interview Process

We keep our process focused and respectful of your time. Most candidates complete it in 2–3 weeks. Here’s what to expect:

  • Intro Call – 30 minutes with our team to align on fit and expectations.
  • First Interview – A deep dive into your GTM strategy experience, Insurance network, pipeline management, and track record in closing enterprise technology deals.
  • Technical/Strategy Interview – A practical, task-based interview focusing on a real-world Insurance GTM scenario, sales motion, and demo.
  • Cultural and Values Interview – Discussion on motivation, cultural, and value alignment with a co-founder.
  • Offer – Final conversation and offer.
  • We’re forming a team of builders—people who care about impact, quality, and growth. If that’s you, let’s talk.
    Ready to build the future of enterprise AI for the insurance sector? Apply today!

    Key Skills
    Go-to-market StrategySales Cycle ManagementPipeline GenerationValue PropositionROI ArticulationAccount ExpansionData Privacy ComplianceEcosystem BuildingInsurance Vertical ExpertiseComplex Technology SalesSaaS SellingAI TechnologyFunnel AnalyticsNegotiationCXO CommunicationOutbound Prospecting
    Categories
    SalesTechnologyManagement & LeadershipFinance & Accounting
    Benefits
    EquityPrivate health insuranceFlexible work setupHolidays
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