Senior Technical Project Manager, Engineering

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 ! More about our team and company: Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg Our careers page: https://www.fleetio.com/careers Fleetio's Engineering organization is looking for a Senior Technical Project Manager to be the founding project management hire supporting our most strategic technical delivery work. This is a day-zero role: the position does not exist today, and you will be the one to define how world-class project management operates inside our product and engineering organization. Your primary focus will be supporting our Solutions Engineering capability — a new team that delivers custom technical solutions, integrations, and statements of work for our largest enterprise accounts and most strategic deals. This work is central to Fleetio's growth strategy: landing our biggest prospects and retaining the customers most important to our business. You will secondarily support our Platform Engineering organization, bringing the same delivery rigor to complex, cross-functional infrastructure and platform initiatives. Your mandate is project management excellence, executed at a senior level: driving accountability, setting and tracking milestones, managing dependencies, maintaining clear communication plans, and ensuring the projects you run land on time. You will bring your own proven playbook — along with the trust and autonomy to implement it from day one. If you are an experienced technical project manager who is energized by building from scratch, comfortable operating scrappy while you stand up bette