Roamly - Director, Underwriting & Actuarial

The Ride PlatformAustin, TX
Remote

About The Position

As the Director of Underwriting and Actuarial at Roamly, you will lead the underwriting and actuarial functions, playing a critical role in shaping the strategy and execution of our product offerings. You will be responsible for leading our underwriting efforts, overseeing actuarial pricing models, and driving portfolio analytics to optimize risk selection and pricing strategies. In this role, you will collaborate with cross-functional teams, including Sales, Engineering, and Product, to develop and refine our insurance offerings and ensure profitability and sustainability. This is an opportunity to be a key and pivotal member of the Roamly team, shaping the future of insurtech and driving innovation in underwriting and actuarial practices while leveraging and implementing cutting-edge AI practices to enhance processes and drive efficiency. Success in this role requires a strong analytical mindset, deep expertise in risk assessment, pricing, and actuarial science, as well as a keen ability to work across teams to implement data-driven strategies. While a cover letter is not mandatory, for a role as nuanced as this, it might help us better understand your qualifications. 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.

Requirements

  • 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.
  • 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.

Nice To Haves

  • Experience in insurtech, digital insurance platforms, or embedded insurance solutions is a plus.
  • A designation such as ACAS, FCAS, or CPCU is a plus.
  • 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.

Responsibilities

  • 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.

Benefits

  • Competitive Compensation: Base salary of $190,000-$210,000 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: Work at our Austin HQ with catered lunches, happy hours, and team-building events.
  • Work-Life Balance: We offer marketplace discounts and maintain a culture that values the balance between work and adventure.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service