Claims Representative

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 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

Roamly is looking for a Claims Representative who is passionate about creating fiercely loyal customers when it matters most. In this role, you will be a critical part of helping customers in need, demonstrating technical proficiency and the aptitude to handle claims from start to finish. You will help guide customers through end-to-end claims resolution while working to improve current processes and practices. If you want to be part of a forward-thinking claims organization that is creating insurance that moves, we want to speak with you.

Reporting Structure: This role reports directly to the Claims Supervisor.

Requirements

Key Responsibilities & Deliverables

• Claims Management: Investigate, evaluate, and negotiate damage claims to reach fair and equitable settlements for all involved parties.
• Policy Interpretation: Interpret policy contracts to identify how coverage applies to particular losses and guide customers through the resolution process.
• Operational Excellence: Accurately document all key claims activities and process/index all claims-related documents.
• Asset Recovery Support: Assist the department with total loss vehicles, including monitoring salvage, obtaining forms, and processing payments.
• Innovation: Proactively assess the current state of processes and practices to drive recommendations for improvement.
• Team & Collaboration: Partner with external partners to ensure customers receive high-level, efficient, and effective service.

Key Performance Indicators (KPIs)

• 90-Day Success: Complete licensure and manage 100% of assigned claim volume independently.
• Ongoing Metric: Claims Resolution Cycle Time and Timely Communication.
• Growth Goal: Collaborate with the Claims Supervisor to identify one workflow inefficiency and implement a process improvement to reduce claim-resolution cycle time.

Who You Are (Candidate Profile)

• Required Qualifications/Skills/Experience: 2-5 years of auto claims experience.
• Preferred Qualifications/Skills/Experience: California claims experience and experience within a P2P or Marketplace environment is highly preferred.
• Logistics Thinker: You thrive on managing relationships with internal and external customers while making complex claims transactions seamless.
• Execution-Minded: You are self-managed, highly motivated, and able to work well under deadlines in a high-paced, changing environment.
• Problem Solver: You possess strong analytical and problem-solving skills with close attention to detail.
• Technical Proficiency: Proficiency in basic computer skills and the ability to obtain appropriate insurance licenses upon hire.

Benefits

Why You'll Love Working Here

• Competitive Compensation: Base salary of $60,000–$80,000 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.