Trucking Director

RE Trucking Director
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Reserv is transforming the claims experience in insurance through advanced technology and dedicated partnerships, ensuring efficient processes and enhanced customer satisfaction.
Reserv United States only

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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, and encourage professional growth and development
- Execute on performance management; attract, hire, retain and provide high level of training
- Collaborate with internal teams, such as Account Management, Compliance, and Claim Operations, to resolve complex or escalated claims-related issues
- Establish and maintain strong relationships with external stakeholders, including policyholders, agents, brokers, and legal representatives
- Prepare and present comprehensive claims reports, metrics, and analysis to clients and customers; advise clients on claim trends and loss mitigation

Requirements
- Bachelor's degree in insurance, business administration, or a related field; relevant certifications (e.g., CPCU, AIC) as well as a JD are a plus
- 10+ years in insurance claims management experience in Commercial Transportation
- 5+ years management experience with preference for experience managing in a remote environment
- 5+ years of detailed coverage analysis and policy interpretation is a plus
- Active home state adjusters license
- Comfortable with technology and the ability to evolve the claims systems and processes to drive better efficiencies and outcomes
- Demonstrated commitment to quality, accuracy, and attention to detail
- Integrity, ethics, and a strong sense of accountability in handling confidential and sensitive information

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
- Work from anywhere to facilitate your work life balance paired with frequent, regular corporate retreats to build team cohesion, reinforce culture, and have fun
- 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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About the job
Apply before
Oct 11, 2026
Posted on
Aug 12, 2026
Job type
Full Time
Experience level
Director

Education
Bachelor degree
Professional certificate

Experience

10 years minimum

Experience accepted in place of education

Location requirements
Suggest an edit

United States

Hiring timezones
Show UTC offsets

United States +/- 0 hours

Job categories
Transportation Claims Management Insurance Claims Commercial Transportation Claims Claims Director Transportation Director Director Of Transportation Logistics Director Director Of Logistics Executive Transportation Director

Skills
Claims Management Commercial Transportation Coverage Analysis Contract Analysis Analytics Claims Data Analysis Regulatory Compliance Technology Implementation Claims Handling Litigation Management Performance Management Team Leadership Commercial Transportation Claims Litigation Contract Review Data Analysis Fraud Mitigation Training Stakeholder Management CPCU AIC Fresh

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About Reserv

Learn more about Reserv and their company culture.

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Reserv is dedicated to reimagining the claims experience for insurances with a technology-first approach. Our services encompass everything from data management to providing a seamless claims processing mechanism, ensuring that both MGAs and claimants receive efficient, high-quality support. Our powerful solutions blend leading technology with intuitive processes to transform the traditionally cumbersome claims process into a straightforward journey that prioritizes customer satisfaction.

As a trusted TPA, we handle various P&C claims across a global landscape, leveraging AI-driven systems to improve operational efficiencies while maintaining a human touch where it counts most. Our talented team, made up of industry veterans and innovative thinkers, work together to continually refine our approach, adapting to the evolving needs of our clients by integrating modern technology and data analytics. At Reserv, we focus on building robust partnerships with insurance carriers and MGAs, utilizing our extensive insights to deliver better outcomes in claims management while ensuring compliance and transparency at every stage.

Apply now
Job expired?

Please let Reserv know you found this job on Himalayas. This helps us grow!
Apply now

About the job
Apply before
Oct 11, 2026
Posted on
Aug 12, 2026
Job type
Full Time
Experience level
Director

Education
Bachelor degree
Professional certificate

Experience

10 years minimum

Experience accepted in place of education

Location requirements
Suggest an edit

United States

Hiring timezones
Show UTC offsets

United States +/- 0 hours

Job categories
Transportation Claims Management Insurance Claims Commercial Transportation Claims Claims Director Transportation Director Director Of Transportation Logistics Director Director Of Logistics Executive Transportation Director

Skills
Claims Management Commercial Transportation Coverage Analysis Contract Analysis Analytics Claims Data Analysis Regulatory Compliance Technology Implementation Claims Handling Litigation Management Performance Management Team Leadership Commercial Transportation Claims Litigation Contract Review Data Analysis Fraud Mitigation Training Stakeholder Management CPCU AIC Fresh

Browse similar jobs
Remote Director Transportation Jobs Remote Full Time Transportation Jobs Remote Director Transportation Jobs in United States Remote Full Time Jobs in United States Remote Transportation Jobs in United States

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