Roamly - Senior Product Manager

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, the enterprise SaaS to manage, and the insurtech 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.

Roamly is a leading provider of specialty insurance for the modern mobility and marketplace travel economy. As a Lloyd's Cover holder and AI-first insurance innovator, we combine deep carrier partnerships with proprietary technology to help consumers, professional fleet owners, and marketplaces unlock new revenue while managing risk. Our platform uses AI, automation, and embedded distribution to deliver tailored coverage for RVs, car sharing, and other emerging mobility models — spanning underwriting, claims, compliance, analytics, and real-time risk management.

Learn more at

As a Senior Product Manager at Roamly, you will be the engine of execution for our diverse consumer portfolio, including RV insurance, Car sharing, and F&I protections. This role is built for a high-initiative "full-stack" operator who thrives in the intersection of technical distribution, operational excellence, and modern AI tools. You aren't just managing features; you are owning the complete end-to-end delivery of products that protect our community of adventurers.

Working closely with the Head of Product, you will operate as a metrics-driven problem solver with a deep "MVP mindset"—moving fast, testing, and iterating to navigate ambiguity. You will lead the charge in optimizing our multi-channel distribution while leveraging advanced AI capabilities to unblock engineering, conceptualize high-quality designs, remove operational dependencies, and drive rapid execution.

• Own the product development lifecycle from requirement definition through launch and post-production iteration, seamlessly integrating AI tools into daily workflows
• Establish clear business objectives and success metrics, then leverage AI tools (e.g., Claude, Gemini) to translate goals into actionable prompt executions and detailed specifications
• Demonstrate strong product taste by utilizing AI design and prototyping tools to autonomously conceptualize intuitive, high-quality user experiences (UX/UI) and generate production-ready wireframes
• Accelerate engineering delivery by utilizing AI coding tools (e.g., Claude Code, Cursor) to generate execution code. Act autonomously to unblock velocity by either submitting code changes directly to the repository or conducting efficient technical handoffs to the Engineering team
• Own the Roamly product backlog, collaborating closely with Engineering and Design to ensure continuous progress and high-quality delivery
• Lead QA/UAT testing, manage defect resolution, and partner with Engineering to develop creative technical workarounds for system constraints
• Execute high-velocity, data-driven iterations utilizing a "test and learn" methodology to optimize features and distribution strategies
• Drive change management, author release notes, and conduct user training for Sales and Service teams to ensure successful product adoption

• Support the Head of Product in developing the knowledge base and Standard Operating Procedures (SOPs) for our AI Agents and virtual assistants
• Optimize the Quote-to-Bind experience across several distribution…