Senior Product Manager, Maintenance

A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company.

Fleetio is also a proud founding member of the Rails Foundation ! com/careers We're looking for an evidence-based, customer-centric, and inventive Senior Product Manager to join our product org. As a Senior PM on our Maintenance team, you'll own core areas of Fleetio's most widely used product domain.

These workflows are what fleets rely on every day to keep their vehicles safe, compliant, and available for work. Your goal will be to deeply understand how fleets run maintenance across in-house teams and external vendors, and to build product experiences that make Fleetio the one place to run it all. Reporting to the Director of Product Management - Maintenance, you should be thrilled at the prospect of tackling complex, high-usage workflows, delving into rich data for insight, formulating hypotheses, and turning them into value-driving features for our users.

You'll partner with a cross-functional team of engineering, design, data, and go-to-market to plan, direct, approve, and optimize maintenance work — reshaping fleet management along the way.

Who You Are

Our ideal candidate for this role is insatiably curious and empathetic, passionate about and experienced collaborating with others, and skilled at turning messy, real-world operational problems into elegant product solutions. You have strong, loosely held opinions, are a proactive problem-solver and data-driven decision maker, and thrive in a fast-paced environment. You have extensive experience planning, designing, and iterating on end-to-end product features with cross-functional team members and executive leaders.

You bring the judgment to own a core product area with significant customer impact. Where reliability and depth matter as much as velocity. Your ability to foster adoption and communicate effectively with technical and non-technical team members is key to your success.

Your Impact Own the product strategy and roadmap for core maintenance workflows/ tools/ automations — spanning areas such as work orders, inspections, issues, service entries, preventive maintenance schedules, and parts inventory. Drive Fleetio's vision of running maintenance in one connected system, across in-house teams, external vendors, or both. Collaborate cross-functionally with research, design, engineering, data science, marketing, and customer-facing teams to develop successful strategies and make informed decisions.

Ensure the evolution of Fleetio's maintenance experience is customer-driven, data-informed, and designed to help fleets automate coordination, control costs, and keep vehicles available for work. Deeply understand the operational realities of both in-house shops and outsourced maintenance, and how they connect. Balance depth and reliability in high-usage, mission-critical workflows with the pace of shipping new value.

Continuously generate and test hypotheses to iterate and improve the product experience. Effectively communicate product vision, value proposition, trade-offs, risks, opportunities, learnings, insights, and roadmap updates to stakeholders, executives, and customers. Work closely with your team to find ways to make our development process more efficient in delivering high-quality features to customers quickly.

Guide features through their entire creative cycle: discovery, ideation, specification, test, delivery, launch / GTM, analysis, and optimization.