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Geotab

Telematics fleet management and data analytics

Head of Insurance Solutions

Product ManagementConfirmed live in the last 24 hours
Full-timeOakville, ON, CanadaCA$163.8k - CA$227.5k /yr

About the Job

Requirements

  • 10–12 years of relevant experience, including experience in insurance, insurtech, or telematics; relevant backgrounds may include product management, underwriting or risk solutions, commercial leadership, or strategic partnerships.
  • 5–8 years of leadership experience, including leading small teams or operating as a hands-on product leader who influences without direct authority, and at least 3 years accountable for customer-facing outcomes and cross-functional coordination.
  • A bachelor's degree in Business, Computer Science, Engineering, or a related field, or an equivalent combination of education and relevant work experience.
  • A track record of leading customer-facing products, programs, or partnerships from discovery through delivery, with measurable customer or commercial outcomes.
  • Experience leading teams or influencing cross-functional groups, including the ability to operate hands-on and build momentum in a lean or developing domain.
  • Strong understanding of the insurance landscape, including usage-based insurance, underwriting, risk scoring, telematics data sharing, and relevant privacy and regulatory considerations.
  • Demonstrated track record in defining and tracking product key performance indicators, customer adoption metrics, investment portfolio stewardship, and negotiating strategic partnerships with commercial terms and technical integrations.
  • Strong cross-functional leadership, change readiness, and AI nativity to redesign domain workflows around AI and foster team development, collaboration, and a high-trust organizational culture.
  • Eligibility to work and ability to pass a background check are required for employment.

Responsibilities

  • Own the product vision, strategy, and roadmap for Insurance Solutions; lead carrier partnership strategy, make build/buy/partner decisions, and define delivery standards to drive program adoption, retention, active carrier partnerships, and program-attributed monthly recurring revenue.
  • Prioritize a demand-driven roadmap for fleet operators, managers, and drivers; define customer experience metrics, optimize the end-to-end insurance journey, and ensure compliance with data-sharing consent, privacy, and regulatory requirements.
  • Build and mentor a high-trust, customer-obsessed domain, initially as a hands-on leader, and scale product, design, and engineering capacity as program traction grows while managing interim borrowed capacity and resource trade-offs.
  • Translate board-level strategy into execution, manage the investment portfolio, lead annual planning, and present revenue contribution and growth trajectory to executive leadership.
  • Partner with Platform and Segment Domain leads, peer Solution leads, and go-to-market teams to align dependencies, package solutions, leverage shared infrastructure, participate in discipline practitioner communities, and champion a Geotab First mindset.
  • Originate and evolve the insurance strategy grounded in partnership growth and revenue impact, make commercial investment cases for resourcing and market expansion, and build a strategic partnership with board leadership.

Desired Qualifications

  • Experience working with insurers, carriers, or insurance partners is an asset.

About the Company

Geotab

Telematics fleet management and data analytics

Geotab provides fleet management by pairing hardware telematics devices with a cloud software platform to collect and analyze vehicle data. Its GO devices and harnesses feed real-time and historical information on routes, driver behavior, fuel usage, maintenance, and more, which the software turns into dashboards, reports, and actionable insights. The system is subscription-based: customers purchase the hardware upfront and then pay for ongoing software access that includes updates and new features. Geotab differentiates itself with a scalable solution that serves small to large fleets across commercial, government, and smart-city projects, backed by extensive support resources and a global network. The company aims to help customers run safer, more efficient operations, cut costs, and enable data-driven decisions for fleet management and mobility initiatives.

Company size
1,001-5,000
Company stage
M&A
Total funding
Not listed
Headquarters
Oakville, Canada
Founded
2000

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