
location_onTravis County Constable Precinct Five, 700, Lavaca Street, Austin, Travis County, Texas, 78701, United States
Founded in 2015, Outdoorsy Group pioneered access to the outdoors by building the world's leading outdoor travel ecosystem. Millions of guests trust Outdoorsy to create lifelong family memories, while hosts rely on its products and innovations to grow their businesses and unlock life-changing sources of income. Our portfolio includes Outdoorsy.com, the largest outdoor travel and hospitality marketplace; the Destination Network, a collection of campgrounds and glamping retreats in iconic landscapes; and Roamly, our proprietary insurtech platform.
Together, our businesses are united by a long-term mission: to restore our relationship with the outdoors—and with one another.
Roamly is rewriting the rules of insurance for the modern, autonomous, and asset-sharing world. As the embedded insurance engine powering global marketplaces like Outdoorsy (the leading RV rental platform) and Ride.Auto (our expanding auto, EV, and AV marketplace), we build innovative products for mobility assets. We don't just process claims; we protect experiences, communities, and livelihoods.
We are seeking an experienced, visionary Head of Claims to lead the shift from traditional claims handling to an Agentic AI-first function. You will sit at the intersection of insurtech, marketplace operations, and customer experience, ensuring our claims process is as seamless, fast, and empathetic as the platforms we protect.
This isn't a traditional corporate insurance gig. You will lead, scale, and modernize our claims organization in Austin, overseeing a talented team of approximately 30 professionals handling specialized RV, peer-to-peer (P2P) rental, and automotive claims. You will architect the future of mobility and AI-first insurance, balancing strict financial discipline with the unique customer-success needs of a peer-to-peer marketplace.
You will enjoy the stability and backing of a profitable marketplace and insurance entity, mixed with the high-growth, high-energy environment of a top-tier tech company. We value autonomy, innovation, and a shared passion for the open road and mobility. As a company in its early stages, you will have the opportunity to help build our foundation for success.
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
Work model: On-site
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Travis County Constable Precinct Five, 700, Lavaca Street, Austin, Travis County, Texas, 78701, United States
Austin, Texas
Experience with peer-to-peer (P2P), rental fleet, or marketplace insurance.
Outdoorsy operates as an internet marketplace platform based in Austin, Texas, connecting travelers with recreational vehicle owners for unique accommodation experiences. The company focuses on RV travel and owned destinations, aiming to provide sustainable access to outdoor adventures while generating entrepreneurial opportunities for vehicle owners. By leveraging technology, Outdoorsy enhances the utility of underutilized mobility assets, fostering a deeper connection between guests and nature since its inception in 2015.
The platform has facilitated over 10 million nights of outdoor stays for its users. While the service maintains a global footprint spanning 14 countries, North America remains the primary strategic focus for operations. Outdoorsy functions as a core component of the Outdoorsy Group, a global mobility entity that supports the future of travel through a diverse ecosystem. This broader organization includes specialized insurance solutions through Roamly and fleet management systems via Wheelbase, alongside ride.auto, creating a comprehensive suite of marketplace solutions for the mobility sector.
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