Jobs · Finance · California

Roamly - Director, Underwriting & Actuarial

Outdoorsy · San Francisco, CA · Yesterday
HybridFinance$190k–$210k/yrFull-time

About Roamly

The Ride Platform, Inc. is the parent company of Outdoorsy, Ride, Wheelbase, and Roamly. Roamly provides specialty insurance for the modern mobility and marketplace travel economy, combining deep carrier partnerships with proprietary technology.

Key Responsibilities & Deliverables

  • Lead the underwriting strategy for Roamly's products, ensuring alignment with business objectives and risk appetite.

  • Oversee actuarial efforts, including portfolio and account-level pricing, loss cost modeling, and risk segmentation to drive profitability.

  • Develop and refine pricing strategies, leveraging actuarial analysis and predictive modeling to optimize risk selection.

  • Partner with Sales, Engineering, and Product teams to develop innovative insurance products and solutions in collaboration with carrier partners.

  • Establish and maintain underwriting guidelines, risk selection criteria, and pricing models to support profitable growth.

  • Engage with carrier partners to align on risk appetite, pricing structures, and product development initiatives.

  • Monitor key performance indicators (KPIs) for underwriting performance, profitability, and loss ratios.

Who You Are

  • 10 or more years of experience in underwriting, actuarial science, or related insurance fields, with leadership experience preferred.

  • Strong actuarial background with expertise in pricing models, loss cost modeling, and risk assessment methodologies.

  • Experience in insurtech, digital insurance platforms, or embedded insurance solutions is a plus.

  • Demonstrated ability to develop and implement underwriting guidelines and actuarial pricing strategies.

  • Strong analytical skills with proficiency in actuarial software and data analysis tools.

  • Ability to work cross-functionally and influence decision-making across teams.

  • Deep understanding of insurance regulations, compliance, and market dynamics.

  • Bachelor's degree in actuarial science, finance, business, or a related field. A designation such as ACAS, FCAS, or CPCU is a plus.

What You'll Bring

  • Excellent communication, negotiation, and presentation skills, with the ability to influence and build relationships at all levels of the organization.

  • A strategic mindset with a passion for innovation in underwriting and actuarial functions.

  • A results-oriented approach with a focus on optimizing risk and profitability.

  • Ability to thrive in a fast-paced, dynamic environment and adapt to changing business priorities.

  • Strong organizational and time management skills with a detail-oriented mindset.

Benefits

  • Competitive Compensation: Base salary of $190,000-$210,000

  • 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: Work at our Austin HQ with catered lunches, happy hours, and team-building events

  • Work-Life Balance: Marketplace discounts and a culture that values the balance between work and adventure

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