Roamly & Wheelbase - SMB/MM Account Executive

About Us The Ride Platform, Inc. is the parent company of Outdoorsy, Ride, Wheelbase, and Roamly. We're named for the thing every part of our business runs on: the ride — the single transaction where an operator meets a renter. We're the only company building end-to-end for the Operator Economy: the marketplaces to book (Outdoorsy, Ride), the enterprise SaaS to manage (Wheelbase), and the insurtech (Roamly) to protect the assets people turn into profitable businesses. We enable millions of people to explore the world, while helping independent operators build generational wealth. Our mission is to build the essential infrastructure for the mobility economy. At Roamly and Wheelbase Pro , we are redefining mobility, fleet management, and insurance for the modern world. Wheelbase is the premier fleet management SaaS ("the operating system") for auto rental, carshare, RV, and mobility fleets. Deeply embedded into our software is Roamly—a pioneering InsurTech platform providing proprietary, real-time commercial insurance that protects fleets during downtime, active rentals, and rideshare periods. Together, we eliminate operational friction and help fleet owners scale from simple asset owners to high-performing commercial operators. About the Role We are seeking a high-velocity, commercially minded Account Executive to drive the adoption of our dual-threat platform. In this role, you will own the full B2B sales cycle. You aren't just selling software features; you are presenting a transformative business model. You will consultatively demonstrate how Wheelbase Pro optimizes utilization and revenue, while Roamly solves their largest operational headache: cost-effective, seamless risk management.