Strategic Services Lead

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 adjusters 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.

As the Strategic Services Lead, you are laser-focused on solving for Reserv’s scalability. You will be working closely with Matthew – the SVP of Strategic Services, a member of the founding team – and regularly be interacting with the executive team. Some context here: We were four people and pre-revenue in May 2022; we are now 600 people in Q3 2025 and on track to double that again. The Strategic Services team (into which People, Compliance, Legal, and all corporate infrastructure reports), is the custodian of laying the foundation for future scale as well as rapidly solving for emerging gaps from our fast growth. You will be solving for how we scale up: measuring and driving high performance, driving cross-functional accountability, setting up future-proofed systems and shepherding the company’s growth as it doubles and then doubles again.

We are looking for an ex-Bain, -BCG, or -McKinsey consultant with ~2 years of experience. Matthew along with several senior leaders are ex-BCG and will lean into the extreme module ownership and delegation model to enable you to drive and have impact.

We need you to do all the things typical to the role:

• Strategic Analysis and Execution: Lead the development and execution of data-driven strategies to enhance the efficiency and scalability of People Ops, Compliance, and Legal functions, identifying opportunities for technology integration and process optimization to prepare for organizational growth.
• Cross-Functional Collaboration: Act as a key liaison between Strategic Services teams and other departments, fostering critical thinking and analytical approaches to solve complex challenges, while bridging gaps in tech-savvy and data proficiency across HR, compliance, and legal operations.
• Data Proficiency and Insights: Utilize data analytics tools and methodologies to generate actionable insights, performance metrics, and forecasting models that support decision-making and drive continuous improvement in regulatory compliance, talent management, and legal risk mitigation.
• Technology Adoption and Innovation: Champion the implementation of cutting-edge technologies and digital solutions within the Strategic Services group, including AI-driven tools for audits, recruiting automation, and compliance tracking, to elevate operational capabilities and readiness for scale.
• Leadership and Mentorship: Serve as the SVP, Strategic Services’ right-hand in mentoring subject-matter experts in People Ops, Compliance, and Legal, building their analytical skills and strategic mindset to ensure the group evolves into a high-performing, data-centric unit aligned with Reserv's expansion goals.

Executive communications: Adeptly create Board-, executive-team-, and tactical-level communications to facilitate workplanning, line-of-sight and accountability by the CEO or Board, and cross-functional collaboration. 

• Bachelor's degree in insurance, business administration, finance or a related field
• ~2 years management consulting experience at Bain, BCG, or McKinsey
• Experience in transformations, re-organizations, or post-merger integrations is helpful but not even slightly required – we’re looking for first principles thinking, not a copy-from-prior-experience approach
• Demonstrated commitment to quality, accuracy, and attention to detail
• Integrity, ethics, and a strong sense of accountability in handling confidential and sensitive information

• Generous health-insurance package with nationwide coverage, vision, & dental
• 401(k) retirement plan with employer matching
• Unlimited PTO policy – we want our employees fresh, healthy, happy, and energized!
• Generous family leave policy
• Work from anywhere to facilitate your work life balance
• Apple laptop, large second monitor, and other quality-of-life equipment you may want. Technology is something that should make your life easier, not harder!

At Reserv, we value diversity in backgrounds, perspectives, and life experiences and believe that diversity in viewpoints and critical thinking drives innovation, first-principles thinking, and success. We welcome applicants from all backgrounds and encourage those from all walks of life to apply. If you believe you are a good fit for this role, we would love to hear from you!