VP, Gig Economy Claims

Reserv is an insurtech creating and incubating cutting-edge AI and automation technology to bring efficiency and simplicity to claims. Founded by insurtech veterans with deep experience in SaaS and digital claims, Reserv is venture-backed by Bain Capital and Altai Ventures and began operations in May 2022. We are focused on automating highly manual tasks to tackle long-standing problems in claims and set a new standard for TPAs, insurance technology providers, and adjusters alike. We have ambitious (but attainable!) goals and need people who can work in an evolving environment. If building a leading TPA and the prospect of tackling the long-standing challenges of the claims role sounds exciting, we can't wait to meet you.

Candidates must reside in an eligible U.S. state throughout employment. We are unable to hire candidates residing in California, Alaska, Hawaii, U.S. territories, or outside the United States.

• 15 years of on-point technical experience managing teams of 75 or more employees.
• 20 years minimum in P&C claims, with significant experience in the gig economy and commercial auto.
• Experience building and iterating on process and technology in a fast-paced environment.
• Extensive knowledge of gig-economy and commercial auto claims, including rideshare, food and package delivery, and micromobility. Familiarity with layered coverage periods (e.g., app-off, app-on, en route, and passenger on board) and how they affect liability and coverage decisions.
• Strong command of bodily injury, UM/UIM, PIP, and physical damage claims, along with subrogation and total loss handling.
• Strong litigation management leadership skills; Juris Doctor is a plus.
• Deep understanding of coverage and contracts, with emphasis on risk transfer and the relationship between platforms, carriers, and independent drivers.
• Experience managing carrier programs, including audits, performance guarantees, and program-level reporting. TPA experience a significant differentiator.
• Ability to synthesize and draw conclusions from data sets, act on the data, and drive results.
• Demonstrated track record of enhancing organizational efficiency and effectively managing the recruitment, retention, training, and growth of claims professionals (in a remote environment preferred).
• Experience collaborating with an executive team to plan and execute on strategy.

• Provide strategic leadership, vision, and direction for the Gig Economy claims organization.
• Collaborate closely with the Account Management team to ensure the organization consistently exceeds client expectations and builds strong, trusted relationships with carriers, program managers, and platform partners.
• Foster a customer-centric approach to claims handling, focusing on exceptional service and timely resolution, and drive continuous improvement initiatives that enhance operational efficiency and customer satisfaction.
• Establish and maintain an effective structure and staffing model that aligns with current and future organizational needs, including capacity planning against volume swings.
• Monitor and analyze claims data and key performance indicators (severity, frequency, cycle time, litigation rates, reserve accuracy, and leakage) to identify trends, patterns, and opportunities for improvement.
• Own program-level performance, including audit readiness, bordereaux and reporting accuracy, and corrective action plans when programs fall short of carrier expectations.
• Drive operational efficiencies and process improvements through proprietary claim systems and automation.
• Develop an enhanced operating model for gig-economy claims focused on strategic priorities and performance.
• Advance and enforce clear, consistent, and compliant policies, procedures, and processes for claims handling across multiple programs and coverage structures.
• Lead and motivate a high-performing claims team focused on industry-leading service, providing guidance, mentorship, and technical expertise to claims staff and managers.
• Consult and advise on high-exposure, complex litigation, and coverage matters, including bodily injury, uninsured/underinsured motorist, and PIP exposures.
• Oversee related functions such as subrogation, total loss, and special investigations to maximize recovery and control loss costs.
• Ensure compliance with regulatory requirements, including state transportation network and delivery-platform insurance statutes, and maintain best practices.
• Collaborate with global claims departments and other stakeholders to align strategies and initiatives.
• Support and communicate claim philosophies while building strong customer relationships.
• Stay abreast of industry trends and emerging technologies relevant to claims management and recommend their integration where appropriate.
• Set standards and practices to ensure prudent claims management and control expenses.
• Promote a culture of innovation and encourage the exploration and implementation of new ideas and technologies within the claims organization.

• Customer Centric. You prioritize the needs of our customers, ensuring exceptional service delivery and consistently striving to exceed their expectations.
• Data Obsessed. Data excites you, and you consistently leverage it to inform and support decision making.
• Strategic Thinker. You think critically, analyze complex situations, and develop innovative strategies to drive the success of our claims organization.
• Collaborative. You thrive in a collaborative environment, fostering strong relationships with internal and external stakeholders to achieve common goals.
• Resilient. You remain composed and adaptable in the face of challenges, demonstrating the ability to navigate ambiguity.
• Results-Driven. You have a track record of achieving measurable results, setting ambitious goals, and driving performance to meet and exceed expectations.
• Empowering Leader. You empower and inspire your team, providing mentorship, guidance, and support to help them reach their full potential.
• Analytical. You have strong analytical skills, using data-driven insights to make informed decisions and drive continuous improvement.
• Ethical. You demonstrate high ethical standards and integrity in all aspects of your work, maintaining trust and transparency in your interactions.
• And did we mention, a sense of humor. Claims are hard enough as it is.