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Transportation Underwriter Jobs (NOW HIRING)

Berkley

Senior Underwriter

Jacksonville, FL

$91K - $107K/yr

The Senior Underwriter will focus on commercial transportation underwriting, producer management ... and relationship building. This role is responsible for reviewing new and renewal risks, managing ...

Berkley

Senior Underwriter

Jacksonville, FL · On-site

$91K - $107K/yr

Responsibilities The Senior Underwriter will focus on commercial transportation underwriting ... producer management, and relationship building. This role is responsible for reviewing new and ...

Berkley

Senior Underwriter

Manchester, NH · On-site

$97K - $114K/yr

Transportation underwriting experience preferred but not required. The Company is an equal employment opportunity employer. We do not accept unsolicited resumes from third party recruiting agencies ...

Berkley

Senior Underwriter

Manchester, NH

$97K - $114K/yr

Transportation underwriting experience preferred but not required. The Company is an equal employment opportunity employer. Additional Company DetailsWe do not accept unsolicited resumes from third ...

Berkley

Senior Underwriter

Manchester, NH · On-site

$97K - $114K/yr

Transportation underwriting experience preferred but not required. The Company is an equal employment opportunity employer. Additional Company Details We do not accept unsolicited resumes from third ...

W. R. Berkley Corporation

Underwriter

Jacksonville, FL · On-site

$70 - $100/hr

Company Details Berkley Prime Transportation provides primary auto liability, auto physical damage ... Responsibilities The Underwriter will contribute to the growth and profitability of Berkley Prime ...

Berkley

Underwriter

Jacksonville, FL · Hybrid

Company Details Berkley Prime Transportation provides primary auto liability, auto physical damage ... Responsibilities The Underwriter will contribute to the growth and profitability of Berkley Prime ...

Berkley

Underwriter

Jacksonville, FL · On-site

Company Details Berkley Prime Transportation provides primary auto liability, auto physical damage ... Responsibilities The Underwriter will contribute to the growth and profitability of Berkley Prime ...

Berkley

Underwriter

Jacksonville, FL · Hybrid

Berkley Prime Transportation provides primary auto liability, auto physical damage and general ... The Underwriter will contribute to the growth and profitability of Berkley Prime Transportation by ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role ... well as transportation carrier requirements. Click here to view all of our current benefits.

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role ... well as transportation carrier requirements. Click here to view all of our current benefits.

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role ... well as transportation carrier requirements. Click here to view all of our current benefits.

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role ... well as transportation carrier requirements. Click here to view all of our current benefits.

Captive Resources

Underwriter

Itasca, IL · On-site +1

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role ... well as transportation carrier requirements. Click here to view all of our current benefits.

Core Specialty

Underwriting Assistant

Long Beach, NY · On-site

$58K - $62K/yr

Multi-state commercial insurance carrier is seeking an Underwriting Assistant for the Passenger Transportation Division based in their Long Beach, NY location. Key Accountabilities/Deliverables:

SET SEG

Underwriter

East Lansing, MI · On-site

Analyze property schedules, payroll and class information, vehicle and transportation exposures, liability considerations, and other public entity risk factors to support underwriting decisions

SET SEG

Underwriter

East Lansing, MI · On-site

Analyze property schedules, payroll and class information, vehicle and transportation exposures, liability considerations, and other public entity risk factors to support underwriting decisions

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Showing results 21-40

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Transportation Underwriter information

See salary details

$32.5K

$78.9K

$139.5K

How much do transportation underwriter jobs pay per year?

As of Sep 5, 2026, the average yearly pay for transportation underwriter in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What is a transportation underwriter?

A Transportation Underwriter evaluates insurance applications for commercial transportation businesses, such as trucking companies and freight carriers. They assess risk factors, analyze financial and safety records, and determine appropriate coverage and premium rates. Their role helps insurance companies minimize losses while ensuring businesses receive adequate protection. Strong analytical skills, industry knowledge, and attention to detail are essential for success in this role.

What are the key skills and qualifications needed to thrive as a transportation underwriter?

To thrive as a Transportation Underwriter, you need a strong analytical background, solid knowledge of transportation risks, and typically a bachelor's degree in business, finance, or a related field. Familiarity with underwriting software, risk assessment tools, and knowledge of industry regulations such as DOT or FMCSA standards are frequently required. Attention to detail, strong communication, and negotiation skills are essential for building relationships with brokers and clients. These competencies ensure accurate risk evaluation and policy pricing, minimizing losses and supporting business growth.

What are the typical challenges a transportation underwriter faces in this role?

Transportation Underwriters often face the challenge of accurately assessing risks in a rapidly evolving industry, especially with changing regulations and varying safety records among transportation companies. Balancing the need to offer competitive policy terms while maintaining profitability requires keen analytical skills and up-to-date market knowledge. You will also need to navigate tight deadlines and sometimes negotiate complex terms directly with brokers or clients. Successfully overcoming these challenges not only helps protect your employer’s portfolio but also builds strong, trust-based relationships within the transportation sector.

More about Transportation Underwriter jobs

What cities are hiring for Transportation Underwriter jobs?

Cities with the most Transportation Underwriter job openings:

What are the most commonly searched types of Transportation Underwriter jobs?

The most popular types of Transportation Underwriter jobs are:

What states have the most Transportation Underwriter jobs?

States with the most job openings for Transportation Underwriter jobs include:

What job categories do people searching Transportation Underwriter jobs look for?

The top searched job categories for Transportation Underwriter jobs are:

Transportation Underwriter jobs near you
Infographic showing various Transportation Underwriter job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 52% Full Time, 43% Part Time, and 4% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.

Senior Underwriter

Berkley

Jacksonville, FL

$91K - $107K/yr

Full-time

Re-posted 21 days ago

Job description

Carolina Casualty is a member company of W. R. Berkley Corporation, an insurance holding company that is among the largest commercial lines insurance writers in the United States. We specialize in liability, physical damage, cargo and other insurance solutions for the commercial auto markets including trucking, public transportation and others. 

Join Carolina Casualty, where innovation meets purpose.

Carolina Casualty is a proud member of W. R. Berkley Corporation, one of the largest commercial lines insurers in the country. What sets us apart is not just our size, but how we work and who we are.

We specialize in liability, physical damage, cargo, and other insurance solutions for the commercial auto market, including trucking and public transportation industries that keep America moving. Our team tackles real, complex challenges for the people and businesses that make that possible every day.

At CCIC, we live by three simple truths:

Always do right. Integrity is not just a slogan. It guides every decision we make.

Everything counts; everyone matters. Every role, every voice, and every contribution help shape who we are as an organization.

Embrace innovation and act responsibly. We are willing to challenge the status quo while remaining thoughtful and committed to our people, customers, and partners.

If you are looking for a place where your work makes an impact, your ideas are valued, and doing the right thing is expected, we would love to meet you.

The company is an equal opportunity employer.


The Senior Underwriter will focus on commercial transportation underwriting, producer management, and relationship building. This role is responsible for reviewing new and renewal risks, managing an assigned agency plant, supporting agency partners, and providing guidance to Assistant Underwriters.

Key Functions will include but not be limited to:

• Review new and renewal commercial insurance risks and determine accurate classification of business, policy contract forms, and pricing of risk
• Review and act upon pertinent risk information such as loss control reports, motor vehicle reports (MVRs), loss runs, and financial statements
• Manage the book of business for an assigned agency plant, including achieving predetermined premium goals and profitability objectives
• Conduct audits on agency business
• Effectively communicate the company underwriting philosophy and assure compliance with underwriting best practices
• Cultivate effective agency relationships and conduct agency visits
• Communicate expectations to agencies and make recommendations for agency actions when appropriate
• Develop presentations to be delivered to the agent and/or insured detailing coverage, pricing, and services provided by Carolina Casualty Insurance Company
• Provide guidance to Assistant Underwriters in technical matters of underwriting, including procedures related to coverages, cancellations, exclusions, endorsements, and non-renewal actions
• Assist in developing new products, coverage enhancements, and procedures that drive production and processing efficiency


Qualifications:

• 8+ years of related commercial auto underwriting experience, including trucking and public transportation

Education Requirement


• Bachelor’s Degree
• CPCU designation preferred


We do not accept any unsolicited resumes from external recruiting agencies or firms.
The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.
Sponsorship not Offered for this Role

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