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! More about our team and company: Fleetio overview video: Our careers page: https://www.
com/careers Description Fleetio is looking for a Director to lead our Leverage Engineering Pod, a Division within Engineering whose mission is to multiply the delivery capacity of all of Product & Engineering.
You will lead and be accountable for the Pod's strategy and execution through three Squads: Foundations Engineering, which builds the shared frameworks and services every Product Squad builds on; Builder Experience, which exists to modernize our Product Development Lifecycle, pursuing step changes in our ability to deliver software rather than incremental gains, with AI-assisted and agentic development as its current focus; and Solutions Engineering, a new Squad chartered to accelerate the roadmap commitments that win and retain key accounts, extending our capacity through vetted agency partners.
Your customers are mostly internal: the Product and Platform Pods whose speed and quality your Squads exist to raise.
You will set the strategy for how leverage is measured across Product & Engineering: the cadence, the expectations, and the evidence that your Squads are making every other Pod faster.
The role carries a commercial edge as well: through Solutions Engineering you will select and manage agency partners, oversee statements of work, and make sure contracted work lands as first-class Fleetio code with a clean handoff to a long-term owner.
You will report directly to the VP of Engineerin.