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Transportation Insurance Jobs (NOW HIRING)

Patrone Consulting

Transportation Insurance Audit Specialist Location: Hybrid (U.S.) • Team: Risk Management / Loss Control • Type: Contract/Consulting Why this role Commercial auto is in a high-severity cycle with ...

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$33.5K

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How much do transportation insurance jobs pay per year?

As of Jun 1, 2026, the average yearly pay for transportation insurance in the United States is $74,701.00, according to ZipRecruiter salary data. Most workers in this role earn between $57,500.00 and $85,000.00 per year, depending on experience, location, and employer.

What is a Transportation Insurance job?

A Transportation Insurance job involves assessing risks, underwriting policies, and managing claims for businesses involved in transportation, such as trucking companies, shipping firms, and logistics providers. Professionals in this role evaluate coverage needs, ensure compliance with regulations, and assist clients in mitigating potential financial losses from accidents, cargo damage, or liability issues. They work for insurance companies, brokers, or as independent consultants. Strong analytical skills, knowledge of industry regulations, and customer service abilities are essential for success in this field.

What are the key skills and qualifications needed to thrive in the Transportation Insurance position, and why are they important?

To thrive in Transportation Insurance, you need a solid understanding of insurance products, risk assessment, and the logistics industry, often supported by a degree in business, insurance, or a related field. Familiarity with insurance management software, claims processing systems, and relevant certifications such as Chartered Property Casualty Underwriter (CPCU) is commonly expected. Strong analytical thinking, attention to detail, and effective communication skills help professionals excel when handling complex claims and working with clients. These competencies are crucial for accurately assessing transportation-related risks, ensuring compliance, and delivering reliable service in a fast-paced environment.

What are some common challenges faced in a Transportation Insurance role?

Professionals in Transportation Insurance frequently encounter challenges such as evaluating complex risk scenarios for diverse fleets, staying up to date with changing regulations, and swiftly processing high volumes of claims. The role demands strong problem-solving skills to address issues like cargo losses, liability disputes, and evolving transportation technologies. You'll also need to balance the needs of clients, underwriters, and regulatory agencies, often working collaboratively with internal teams and external partners. Overcoming these challenges provides valuable experience and can position you for advancement within the insurance industry.
More about Transportation Insurance jobs
What cities are hiring for Transportation Insurance jobs? Cities with the most Transportation Insurance job openings:
What are the most commonly searched types of Transportation Insurance jobs? The most popular types of Transportation Insurance jobs are:
What states have the most Transportation Insurance jobs? States with the most job openings for Transportation Insurance jobs include:
What job categories do people searching Transportation Insurance jobs look for? The top searched job categories for Transportation Insurance jobs are:
Transportation Insurance jobs near you
Infographic showing various Transportation Insurance job openings in the United States as of May 2026, with employment types broken down into 82% Full Time, 15% Part Time, 2% Contract, and 1% Nights. Highlights an 96% Physical, 3% Hybrid, and 1% Remote job distribution, with an average salary of $74,701 per year, or $35.9 per hour.
Director of Transportation Insurance

Director of Transportation Insurance

Triumph Financial

Dallas, TX • On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 14 days ago

Job description

Join Triumph!
At Triumph, our vision is a world where freight transactions are accurate and seamless on the most modern and secure freight transaction network. That's why we're looking for passionate, innovative, solutions-oriented people to join our team. We thrive on providing exceptional customer service and we look for team members with an entrepreneurial spirit and a passion to build successful partnerships with our clients. Because at the end of the day our goal is to help our partners businesses run better.
Director of Transportation Insurance
At Triumph, we're building something different-modern financial and technology solutions purpose-built for the transportation industry. We're looking for a Director of Transportation Insurance to lead and scale a critical growth area of our business.
This is a rare opportunity to stand up and lead a specialized insurance division, including the launch of a purpose-built Managing General Agent (MGA), designed to serve both large fleets and the underserved small fleet trucking market.
What You'll Do
Set the Vision & Strategy
You'll define and execute the long-term strategy for Triumph's Transportation Insurance division-identifying new markets, products, and partnerships while positioning Triumph as a leader in transportation risk.
Build and Scale the Business
From underwriting to claims to operations, you'll oversee the full insurance lifecycle. You'll establish KPIs, drive operational excellence, and own the financial performance of the business, including P&L, forecasting, and cost management.
Launch and Lead an MGA
You'll lead the development and launch of a modern MGA-leveraging delegated authority, specialized underwriting expertise, and streamlined infrastructure to deliver faster, smarter insurance solutions.
Lead Sales & Market Expansion
You'll guide and develop a dedicated sales team, ensuring strong pipeline development and alignment with broader company priorities. You'll also help expand distribution through multiple channels and partnerships.
Own Risk, Compliance & Governance
You'll ensure adherence to all regulatory requirements, including transportation-specific regulations like Federal Motor Carrier Safety Administration. You'll establish strong controls, manage risk, and serve as a key liaison to regulators, reinsurers, auditors, and executive leadership.
Engage Clients & the Industry
You'll build relationships with brokers, agents, carriers, and clients while representing Triumph at key industry events. Your insights will directly shape product development and go-to-market strategies.
Develop High-Performing Teams
You'll lead a cross-functional organization spanning underwriting, claims, operations, compliance, and sales-fostering a culture of accountability, innovation, and continuous improvement.
What You Bring
  • 10+ years of experience in commercial insurance, including 5+ years in senior leadership
  • Deep expertise in transportation insurance (trucking liability, cargo, logistics)
  • Proven experience owning and managing a P&L
  • Track record of leading cross-functional teams across underwriting, claims, operations, and sales
  • Strong knowledge of regulatory frameworks, including Federal Motor Carrier Safety Administration and state insurance laws
  • Bachelor's degree required; MBA or advanced degree preferred
  • Eligibility for Property & Casualty (P&C) insurance licensing
  • Professional designations such as CPCU, ARM, or ARe are a plus
How You Lead
You're a strategic thinker who can also execute. You bring financial discipline, a strong risk mindset, and the ability to navigate complexity in a fast-moving environment. You build trusted relationships-internally and externally-and develop teams that consistently deliver results.
Additional Details
  • Reporting to: Chief Revenue Officer
  • Travel: ~20-25% (industry events, client meetings, site visits)
Why Triumph?
At Triumph, you'll have the opportunity to build-not just manage. You'll shape a new business, influence company strategy, and bring innovative solutions to an industry that's ready for change.
Apply now and take the next step in your career. We're excited to meet you!
#LI-RM1
We offer Medical, Dental, Vision, Paid Time Off, 401k and much more.
Go on. Do it. Apply Today!

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