Fleet careers

About us:
Fleet is redefining how companies manage commuter benefits in the era of hybrid work and sustainability mandates. We've built the only platform that combines enterprise-grade benefits administration with AI-powered intelligence—delivering measurable outcomes for employees, HR teams, and corporate climate goals.

What Makes Us Different
Legacy providers only process pre-tax transit passes. We manage all mobility spending in one place: pre-tax benefits, employer subsidies, government grants, and rewards—across every transportation mode.

That means traditional public transit, micromobility (bikes, e-bikes, scooters), rideshare (Uber, Lyft), parking, vanpools, and emerging modes. Our AI layer provides real-time employee assistance and gives admins strategic insights they've never had before.

We integrate with 225+ HRIS platforms and support modern commute patterns that legacy systems can't handle. Companies see measurably higher participation rates and significantly reduced admin burden.

The Opportunity
Three massive shifts are converging: return-to-office policies need better commute solutions, compliance and climate disclosure requirements are making transportation programs material, and employees expect intelligent experiences. The next 12 months will define the category winner.
Team & Traction

Team & Traction
We're engineers, urban planners, and product builders in SF, Toronto, and NYC. Our team brings deep domain expertise across tech, mobility, and benefits, with advisors including former government officials, HR executives, and founders of billion-dollar mobility companies. Backed by leading investors who funded Brex, Dropbox, DoorDash, and Bolt.

Why Join Now
As one of our first 10 engineers, you'll build AI capabilities that create competitive advantages, architect systems for enterprise scale, and own meaningful equity in a company positioned for rapid growth.