Senior Manager, Pilot Success
GeotabAbout the role
Who we are:
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 fast 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. Join our talent network to learn more about job opportunities and company news.Who you are:
We are always looking for amazing talent who can contribute to our growth and deliver results! Geotab is seeking a Senior Manager, Pilot Success who will define and drive the evolution, execution, and performance of our pilot program framework — serving as the strategic engine behind accelerated revenue growth and improved win rates for our most complex enterprise accounts. This is a critical leadership role at the intersection of people leadership, process innovation, AI-driven efficiency, and executive stakeholder partnership. If you love building high-performing teams, transforming operations through technology, and making a direct impact on revenue outcomes — we would love to hear from you!
What you'll do:
As a Senior Manager, Pilot Success, your key area of responsibility will be optimizing the end-to-end pilot lifecycle to increase sales velocity and improve win rates, particularly for strategic enterprise accounts where successful pilot implementation is critical to securing long-term partnerships. You will oversee high-performing, cross-functional teams composed of both people leaders and individual contributors, managing departmental activities through a tiered leadership structure that balances strategic mentorship with tactical oversight. You will lead an AI implementation roadmap to automate manual workflows across pilot data analysis, reporting, and hardware provisioning — shifting your team's effort from manual data processing to high-value strategic consulting. You will own the customer journey for the pilot phase, partnering with Product and UX teams to reduce friction and enhance the experience for both internal sales teams and external prospects.
To be successful in this role you will be an exceptional people leader with proven experience managing managers across multiple workstreams, and a natural ability to influence at the executive level. The ideal candidate will bring a strong analytical mindset, deep familiarity with enterprise B2B sales cycles, and a passion for building scalable, repeatable processes that deliver measurable business outcomes.
How you'll make an impact:
- Oversee a high-performing team composed of both people leaders and specialized individual contributors, ensuring alignment with established business policies and result targets.
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Manage departmental activities through a tiered leadership structure, balancing high-level mentorship of managers with tactical oversight of critical individual workstreams to ensure operational excellence.
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Manage the coordination of activities across the Pilot Success and Route Optimization teams, taking responsibility for results, costs, and methods.
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Lead strategic planning and change management initiatives to ensure the team meets evolving business objectives and revenue targets.
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Align technical resources across specialized pilot workstreams to ensure high-priority enterprise accounts rece
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