Trucking Director

🏢 Reserv · all Reserv jobs
📍 United States
📅 Posted 2026-08-12 · via Himalayas
🏷 Transportation,Claims-Management,Insurance-Claims,Commercial-Transportation-Claims,Claims-Director,Transportation-Director,Director-Of-Transportation,Logistics-Director,Director-Of-Logistics,Executive-Transportation-Director
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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 can't wait to meet you.
About the role

As a Director of Commercial Transportation Claims at Reserv , you will be responsible for a team of Claims Professionals overseeing a wide variety of Commercial Transportation claims, including but not limited to Trucking, Garage Keeper, Specialty Vehicle, Rideshare/TNC, and Delivery claims. We want your background and experience to drive operational effectiveness, with a focus on leveraging technology and analytics to improve efficiency and performance in the Commercial Transportation space. In this role, you will play a critical part in working with your team, customers, and clients to ensure high-quality standards are maintained, while adhering to regulatory requirements and both internal and external contractual SLAs. This position requires exceptional leadership skills and a strong understanding of state and federal transportation rules and regulations, ideally with experience managing or handling large, complex claims portfolios.
Who you are

- Highly motivated and growth-oriented

- Subject matter expert. You have deep technical and subject matter experience in the world of commercial transportation claims, including coverage and litigation.

- Experienced in reviewing and analyzing contracts

- Tech-oriented. You are excited by the prospect of building a tech-driven claims organization while delivering an excellent service and have proven results leveraging technology and analytics

- Passionate claims professional who cares about their team, the customer, and their experience

- Empathetic leader. You exercise empathy and patience towards everyone you interact with

- Sense of urgency - at all times. That does not mean working at all hours

- Creative. You challenge existing assumptions and find ways of leveraging technology and the talents of your team to address problems

- Curious. You want to know the whole story so you can make the right decisions early and be decisive when it counts.

- Problem solver. You have the ability to take a ‘deep dive’ into the details of the business while staying focused on the big picture

- Anti-status quo. You don’t just wish things were done differently, you action on it

- Communicative. You are comfortable with and understand the importance of phone communications throughout the claims process

- And did we mention, a sense of humor. Claims are hard enough as it is. Tr

What we need

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

- Manage a unit of Commercial Transportation claims professionals at the management and desk level.

- Be consistently dependable in achieving or exceeding goals and overcoming obstacles

- Implement and maintain best practices for claims handling, including: claim intake, investigation, evaluation, settlement, and recovery

- Monitor and analyze claims data to identify trends, patterns, and areas for process improvement

- Align team with client and customer expectations of the claims process

- Serve as a resource for escalated claims

- Responsible for accuracy and adequacy of all aspects of claim reserving

- Develop and implement strategies to mitigate fraudulent claims and ensure compliance with legal and regulatory requirements

- Foster a positive work environment, promote teamwork

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