Principal Strategic Deal Maker

Role Summary

We are seeking a senior Go-To-Market (GTM) leader to drive growth of AI and Generative AI solutions across the Insurance sector, with a strong focus on data-led transformation. This role will shape how insurers leverage AI to enhance decision-making, customer engagement, operational efficiency, and risk management.

Key Responsibilities

• GTM Strategy & Market Positioning

  • Define and execute the GTM strategy for AI and Gen AI offerings within the Insurance domain.
  • Identify high-impact use cases across underwriting, claims, distribution, customer experience, and risk/compliance.
  • Develop differentiated value propositions positioning AI as a core business capability rather than just a technology initiative.
  • Shape industry narratives and thought leadership around AI-led insurance transformation.

• Client Engagement & Growth

  • Partner with senior client stakeholders (business and technology leaders) to identify AI- and data-driven transformation opportunities.
  • Lead strategic conversations, workshops, and executive briefings to articulate the business value of AI.
  • Drive pipeline creation, deal shaping, and conversion for AI-led engagements.
  • Support large, complex pursuits with compelling business cases and outcome-driven proposals.

• Offer Development & Innovation

  • Define and evolve AI/Gen AI offerings tailored to Insurance, including:
  • Claims automation and intelligence
  • Underwriting augmentation
  • Customer and agent insights
  • Fraud detection and risk analytics
  • Collaborate with internal teams to build scalable, repeatable solutions and accelerators.
  • Align offerings with emerging industry trends, regulatory expectations, and client priorities.

• Thought Leadership & Industry Presence

  • Establish market presence through publications, speaking engagements, and client forums.
  • Provide insights on how AI is reshaping insurance business models, operating models, and customer expectations.
  • Influence senior stakeholders by connecting AI strategy to measurable business outcomes.

• Cross-Functional Collaboration

  • Work closely with delivery, consulting, data, and platform teams to align GTM messaging with execution capabilities.
  • Act as a bridge between business needs and solution development to ensure relevance and scalability.
  • Enable internal teams with clear positioning, messaging, and client-ready narratives.

Qualifications & Experience

• Extensive experience in Insurance (Life, P&C, or Reinsurance) with strong understanding of industry value chains.
• Proven track record in driving GTM strategy, business development, or consulting-led growth.
• Experience shaping and selling data, analytics, or AI-led transformation initiatives.
• Strong executive communication and storytelling skills.
• Ability to translate complex concepts into clear business value.

Pay

The base compensation range for this role in the posted location is: 180,000 to 225,000

Benefits

• Paid time off based on employee grade (A-F)
• Medical, dental, and vision coverage (or provincial healthcare coordination in Canada)
• Retirement savings plans (e.g., 401(k) in the U.S., RRSP in Canada)
• Life and disability insurance
• Employee assistance programs
• Other benefits as provided by local policy and eligibility