Major Case Unit Claims Adjuster, Rideshare

About Reserv
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 cant wait to meet you.

About the role
We are seeking an experienced and proactive Rideshare Major Case Claims Resolution Specialist to oversee high-exposure, complex, and litigated claims involving serious injuries, particularly those involving rideshare operators. In this role, you will take ownership of the full claims lifecycle—from initial investigation through resolution—while managing litigation strategy and collaborating with defense counsel.

You’ll be a key point of contact for all stakeholders, including claimants, legal counsel, medical professionals, and internal teams. These files often involve layered policies, multi‑party litigation, and sensitive negotiation. You will be empowered to shape case strategy, resolve complex coverage issues, and maintain a strong focus on timely, thoughtful outcomes.

This role also includes the opportunity to influence how we streamline and improve our processes by working closely with our product and engineering teams to deliver feedback from the frontlines of complex claim handling.

What you’ll do

Managing all aspects of litigated cases, including evaluation of the resolution process

Analyze auto claims to identify areas of dispute, investigate and gather all necessary information and documentation, evaluate liability and damages and negotiate and resolve claims with opposing parties or their insurance providers

Manage litigation cases related to auto claims disputes, communicating regularly with clients, attorneys, vendors and other stakeholders

Review legal documents and ensure compliance with initial suit‑handling plan of action

Analyze policy language and reach appropriate coverage decisions

Direct and control the activities and costs of outside vendors including defense counsel and coverage counsel, experts and independent adjusters

Maintain the appropriate adjuster licenses and continuing education requirements

Qualifications

Bachelors degree (lack of one should not stop you from applying if you possess all the other qualifications)

10+ years of claim handling experience, with 5+ of those years handling a pending of >60% in litigation

Experience with Ride Share (or TNC/Livery) litigation is required

You are not intimidated by an attorney, even if you are not one! You are the driver of the litigation strategy for any particular claim. You manage the discovery in the order and timing of events and hold attorney accountable

Having an understanding of transportation coverages, contractual risk transfers, and additional insured forms

You have strong medical causation knowledge

You have a sense of urgency and understanding of how to manage time-sensitive demands

Ability and willingness to communicate both on the phone and in written form in a prompt, courteous, and professional manner

Strong analytical and negotiation skills. You will conduct your own negotiations directly with opposing counsel

Knowledge of multiple state statutes, including good faith claim handling practices, regulations, and guidelines

Ability to professionally collaborate with all stakeholders in a claim

Have an active adjuster license(s) and be willing to obtain all licenses within 60 days, including completing state required testing

Attention to detail, time management, and the ability to work independently in a fast-paced, remote environment

Curious and motivated by problem solving and questioning the status quo

Desire to engage in learning opportunities and continuous professional development

Willingness to travel for client and claims needs

Benefits

Generous health‑insurance package with nationwide coverage, vision, & dental

401(k) retirement plan with employer matching

Competitive PTO policy – we want our employees fresh, healthy, happy, and energized!

Generous family leave policy after 8 months of continuous work

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!

Additionally, we will

Listen to your feedback to enhance and improve upon the long‑standing challenges of an adjuster and the claims role

Work toward reducing and eliminating all the administrative work from an adjuster role

Foster a culture of empathy, transparency, and empowerment in a remote‑first environment

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!

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