Geotab® is a global leader in IoT and connected transportation and certified “Great Place to Work™.” We are a company of diverse and talented individuals who work together to help businesses grow and succeed, and increase the safety and sustainability of our communities. Geotab is advancing security, connecting commercial vehicles to the internet and providing web-based analytics to help customers better manage their fleets. Geotab’s open platform and Geotab Marketplace®, offering hundreds of third-party solution options, allows both small and large businesses to automate operations by integrating vehicle data with their other data assets. Processing billions of data points a day, Geotab leverages data analytics and machine learning to improve productivity, optimize fleets through the reduction of fuel consumption, enhance driver safety and achieve strong compliance to regulatory changes. Our team is growing and we’re looking for people who follow their passion, think differently and want to make an impact. Ours is a quick paced, ever changing environment. Geotabbers accept that challenge and are willing to take on new tasks and activities
- ones that may not always be described in the initial

job description
. Join us for a fulfilling career with opportunities to innovate, great benefits, and our fun and inclusive work culture. Reach your full potential with Geotab. To see what it’s like to be a Geotabber, check out our blog and follow us @InsideGeotab on Instagram . Who you are:

We are always looking for amazing talent who can contribute to our growth and deliver results 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. If you love technology, and are keen to join an industry leader — we would love to hear from you

What you'll do

As a Head of Insurance Solutions, your key area of responsibility will be product strategy, roadmap, and outcome ownership; customer value delivery and external customer engagement; people leadership, development, and organizational health; business performance, investment prioritization, and KPA attainment; and cross-domain coordination and practitioner community participation. You will need to work closely with platform domain teams as internal technical partners, Heads of Segment Domain as distribution partners, peer Heads of Solution Domain (Driver Risk & Safety, Driver Coaching, Altitude), Sales, Marketing, Alliances, and department board leadership. To be successful in this role, you will be a hands-on, product-oriented leader with deep customer empathy, high accountability, excellent stakeholder management, and a Geotab First mindset. In addition, the successful candidate will have strong commercial instincts, product leadership capability, P&L; literacy, and expertise navigating the insurance, telematics, and insurtech landscape. How you'll make an impact:

Drive Product Strategy & Outcome Ownership: Own the product vision, strategy,



and roadmap for Insurance Solutions; lead carrier partnership strategy, make principled build/buy/partner decisions, and define delivery standards to drive key KPAs like program adoption, retention, active carrier partnerships, and program-attributed MRR. Deliver Fleet Customer Value: Treat fleet operators, managers, and drivers as primary customers by prioritizing a demand-driven roadmap, defining customer experience metrics, optimizing the end-to-end insurance journey, and ensuring compliance with data-sharing consent, privacy, and regulatory requirements. Lead & 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 as program traction grows while managing interim borrowed capacity and resource trade-offs. Manage Business Performance & Investment: Act as the business owner for Insurance Solutions outcomes by translating board-level strategy into execution, managing the investment portfolio, leading annual planning, and presenting revenue contribution and growth trajectory to executive leadership. Coordinate Across Domains & Build Strategic Alliances: 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. Own Board Relationship & Accountability: 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. What you'll bring to this role:

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📌 Head of Insurance Solutions (Winnipeg)
🏢 Geotab
📍 Winnipeg