Senior Data Scientist

About the Outdoorsy Group

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. Outdoorsy Group’s portfolio includes Outdoorsy.com, the largest outdoor travel and hospitality marketplace; the Destination Network, a growing collection of campgrounds and glamping retreats set in some of the country’s most iconic landscapes; and Roamly, its proprietary insurtech platform powering Outdoorsy.com and enabling insurance infrastructure for global marketplaces. Together, Outdoorsy Group’s businesses are united by a long-term mission: to restore our relationship with the outdoors—and with one another.

About Outdoorsy

Outdoorsy is the world's largest RV rental and outdoor travel marketplace. Our platform has facilitated over 9 million nights spent outdoors across almost 2 million trips, establishing us as the leader in experiential travel through RV rentals that are available in 4,800 cities across North America. Outdoorsy's marketplace, insurance, and retreats provide life-changing financial benefits for RV hosts and retreat communities and offer guests the trust and guidance they need to enjoy memorable rustic travel experiences. Outdoorsy's team is inspired by a mission to restore our relationship with the outdoors and each other by inviting guests to Live Outdoorsy.

About Roamly

Roamly is a leading provider of innovative, specialty insurance solutions purpose-built for the modern mobility and marketplace travel economy. As a Lloyd's Coverholder and AI-first insurance innovator, Roamly delivers a robust platform, deep carrier partnerships, and an expanding ecosystem that empowers consumers, professional fleet owners, and marketplaces to unlock new revenue streams while reducing risk. Our technology harnesses AI, advanced automation, and embedded distribution to power tailored coverages for recreational vehicles, carsharing, and other emerging mobility models—covering everything from underwriting and claims to compliance, data analytics, and real-time risk management. Learn more at www.roamly.com.

About the Role:

The Outdoorsy Group is seeking a Data Scientist to solve complex advanced analytics challenges for Outdoorsy and Roamly. Reporting to the Senior Director of Analytics, they will be responsible for building dynamic pricing and recommendation engines, as well as predictive retention and claims models. The ideal candidate will be able to show a track record of leveraging advanced analytics and machine learning to solve complex problems in the travel or insurance space. With the role straddling both Outdoorsy and Roamly, they will need to demonstrate a passion and aptitude for pivoting between different business models and goals. If you’re self-driven and looking to make an impact in a fast-paced environment, then we’d love to have you!

*Candidates in Austin, TX will be prioritized.

Requirements

Key Responsibilities & Deliverables

• Develop Lead Scoring algorithms that predict the LTV of qualified insurance leads, and pass it back to our ad partners to optimize bidding strategies, as well as to our internal Sales team to prioritize outreach
• Develop models to predict churn and claims losses across our insurance products. Work closely with the Underwriting team to ensure these models are integrated into business processes
• Assist in the development of a dynamic pricing model to help RV marketplace hosts adjust prices seamlessly in response to seasonal and vehicle-based factors, as well as surges in demand
• Develop models to predict what ancillary products should be recommended for upsell to a given Outdoorsy / Roamly customer
• Use advanced statistical methods to conduct audience clustering and segmentation on both RV Rental and Insurance customers, and evangelize these findings across stakeholders in Marketing and Product
• Collaborate closely with Data Analysts and Engineers to ensure that data pipelines and models are accurate and optimized

Who You Are (Candidate Profile)

• Industry Expert: 3+ years data science experience, with a proven track record of standing up Machine Learning algorithms within consumer-facing products (Travel, marketplace, or insurance experience preferred)
• Business-Focused: Proven ability to understand business imperatives and trade-offs (Bookings vs. Revenue, Premium vs. Risk) and tailor outputs to align with company goals
• Collaborative Team Player: You work effectively across departments, e.g. Product, Engineering, and Finance, and understand that great products come from diverse perspectives.
• Velocity-Focused: You thrive in fast-paced environments where priorities shift quickly, and you're energized by solving real customer problems.
• Technical Proficiency: Advanced expertise in SQL, Python/R, and relevant machine learning libraries. Demonstrated experience with statistical methods such as regression, hypothesis testing, clustering, classification, tree-based methods, neural networks, and anomaly detection. Familiarity with ELT tools such as FiveTran and DBT, and ability to collaborate with data counterparts on data repositories and models. Expertise with business intelligence tools such as Tableau (preferred).
• Academic Background: Degree in a quantitative field like data science, mathematics, economics, or computer science, or equivalent practical experience (Masters preferred)

Benefits

Why You’ll Love Working Here

• Competitive Compensation: Base salary of $140k–$200k DOE.
• Growth Opportunity: Join a company in its early stages and help build its foundation for success.
• Equity: Opportunity to earn equity compensation.
• Comprehensive Benefits: 100% company-paid medical premiums for employees, 401(k) [Match], and Flexible PTO.
• Vibrant Culture: Lively Austin HQ with catered lunches, Happy Hours, and team-building events.
• Work-Life Balance: Enjoy RV rental discounts and a company culture that values a healthy balance between work and adventure.