Roamly - Actuary

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.

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Reporting to the Head of Insurance Programs, the Actuary is the analytical engine behind Roamly's program portfolio. You will build and maintain the pricing, reserving, and performance analysis that tells us how each program is actually doing — and you'll be in the room when those numbers turn into decisions about rate, appetite, and whether a new program gets built.

You won't be handed a narrow slice of a large actuarial department's workflow. You'll touch loss cost modeling, rate indications, reserve reviews, carrier and reinsurance submissions, filing support, and the reporting that goes to executive leadership and carrier partners. When we launch a new program, you'll help build the rating structure from scratch and then watch it earn out in real time.

We also expect you to bring modern tooling to the work — automating recurring analyses and applying AI where it genuinely speeds up the cycle, rather than rebuilding the same spreadsheet every quarter.

• Preference will be given to candidates in Austin, TX or San Francisco, CA. There is, however, an opportunity for a remote hire for those who meet 100% of the job criteria.

• Build initial rating structures and pricing models for new programs, including where internal data is thin and external benchmarks or judgment are required
• Model program economics — expected loss ratio, commission structure, fronting costs, and profitability under different scenarios
• Support implementation by validating rating logic in production systems before launch

• Produce the recurring loss ratio, frequency, severity, and trend reporting that drives monthly and quarterly program reviews
• Build and maintain dashboards that give Underwriting and leadership a current view of portfolio performance without waiting on a request
• Investigate emerging trends and adverse development, and translate findings into a clear recommendation rather than a chart

• Prepare the loss data, exhibits, and experience analysis that go into carrier submissions, renewal proposals, and reinsurance placements
• Suppor…