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Fleetio
Fleetio
10 open jobs
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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!

About FleetOS

FleetOS is the operating system that powers how fleets operate, communicate, and scale. It helps Fleetio evolve from a system of record to a system of results by:
  • Standardizing fleet maintenance and operations data so it is trustworthy, comparable, and actionable.
  • Orchestrating workflows across people, partners, and systems via APIs, integrations, and automation.
  • Delivering guidance, recommendations, and next best actions that help fleets improve uptime, reduce costs, and stay compliant.

Your Impact

  • Define and own a differentiated, data-informed vision, strategy, goals, and roadmap for FleetOS.
  • Drive measurable outcomes for fleets by turning data + workflows into results (uptime, cost savings, compliance leverage), not just features.
  • Treat the platform as a product: own strategy across APIs, extensibility, automation primitives, and partner-facing surfaces.
  • Make Fleetio the orchestration layer for third-party tools and machine-to-machine workflows.
  • Advance data standardization and intelligence so FleetOS can provide guidance, benchmarking, and next best actions.
  • Lead and scale a team of PMs to maximize their effectiveness and support career growth.
  • Foster a culture of impact, experimentation, iteration, collaboration, learning, and decision-making.
  • Create strong cross-functional alignment by setting crisp goals, making principled tradeoffs, and communicating clearly.

Your Experience

  • 8+ years in product management, shipping and scaling modern B2B SaaS applications.
  • 4+ years leading empowered product teams.
  • Product leadership experience in platform products (APIs, developer-facing surfaces, integrations ecosystems).
  • Strong cross-functional leadership with GTM teams and technical stakeholders.
  • Excellent writing, presentation, and collaboration skills.
  • Bachelor's degree in Business, Engineering, Design, Computer Science, or relevant field.

Benefits

  • Multiple health/dental coverage options (100% coverage for employee, 50% for family)
  • Vision insurance
  • Incentive stock options
  • 401(k) match of 4%
  • PTO - 4 weeks (increases at year two!)
  • 12 company holidays + 2 floating holidays
  • Remote working friendly since 2012
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