Head of Insurance Solutions

Geotab is seeking a Head of Insurance Solutions who will own the customer-facing insurance product and partnership outcome, connecting Geotab fleet data and safety solutions to insurers so that fleets earn measurable premium savings, and Geotab grows direct carrier relationships, insurance program adoption, and the retention of insurance-acquired customers.

Responsibilities

Drive product strategy and outcome ownership: own the product vision, strategy, and roadmap for Insurance Solutions; lead carrier partnership strategy; make build/buy/partner decisions; define delivery standards to drive program adoption, retention, active carrier partnerships, and program-attributed MRR; Deliver fleet customer value: treat fleet operators, managers, and drivers as primary customers, prioritize a demand-driven roadmap, define customer experience metrics, optimize the end-to-end insurance journey, and ensure compliance with data-sharing consent, privacy, and regulatory requirements; Lead and scale people and teams: build and mentor a high-trust, customer-obsessed domain, starting as a hands-on leader and scaling product, design, and engineering capacity; Manage business performance and investment: act as business owner for Insurance Solutions outcomes, translate board-level strategy into execution, manage the investment portfolio, lead annual planning, and present revenue contribution and growth trajectory to executive leadership; Coordinate across domains and build strategic alliances: partner with Platform and Segment Domain leads, peer Solution leads, and go-to-market teams to align dependencies and package solutions, and champion a 'Geotab First' mindset; Own board relationship and accountability: originate and evolve the insurance strategy grounded in partnership growth and revenue impact, make commercial investment cases, and build a strategic partnership with board leadership

Requirements

10–12 years of relevant experience, including experience in insurance, insurtech, or telematics; 5–8 years of required leadership experience, including leading small teams or operating as a hands-on product leader who influences without direct authority, plus 3+ years accountable for customer-facing outcomes and cross-functional coordination; Bachelor's degree in Business, Computer Science, Engineering, or a related field (or an equivalent combination of education and relevant work experience); 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 operating hands-on and building 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 KPIs, 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 high-trust organizational culture

Nice to have

Experience working with insurers, carriers, or insurance partners

Benefits

Flex working arrangements; Baby bonus & parental leave top up program; Online learning and networking opportunities; Electric vehicle purchase incentive program; Competitive medical and dental benefits; Retirement savings program (benefits offered to full-time permanent employees only)