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Transportation Insurance Jobs in Wisconsin (NOW HIRING)

Paper Transport

Transportation Planner

De Pere, WI

$66K - $78K/yr

Health, dental, and vision insurance * Employer contributions to your Health Savings Account ... As a Dedicated Transportation Partner of the Green Bay Packers, we bring the same passion, teamwork ...

Paper Transport

Transportation Planner

De Pere, WI · On-site

$66K - $78K/yr

Health, dental, and vision insurance * Employer contributions to your Health Savings Account ... As a Dedicated Transportation Partner of the Green Bay Packers, we bring the same passion, teamwork ...

Arvato

Transportation Manager

Pleasant Prairie, WI · On-site

Ability to optimize transportation solutions over all modes (e.g. ocean, parcel, LTL and FTL ... WE OFFER * Medical, Dental, Vision, Life Insurance, and Disability Pay. * 401(k) with company ...

Schneider

Transportation Planner

Green Bay, WI · On-site

$66K - $79K/yr

Transportation Planner Work model:Hybrid Location:Green Bay, WI, USA Shift:Second shift Job level ... Company-paid life insurance. * 401(k) savings plan with company match. * Paid time off and paid ...

Three Pillars

Transportation Coordinator

Dousman, WI · On-site

$18.07 - $22.08/hr

Transportation Coordinator Part Time | Day Shift ** PAY RATE BETWEEN $18.07-$22.08 per hour ... Company Paid Life Insurance * * Short- and Long-Term Disability Insurance * * Retirement Savings ...

Three Pillars

Transportation Coordinator

Dousman, WI · On-site

$18.07 - $22.08/hr

Transportation CoordinatorPart Time | Day Shift** PAY RATE BETWEEN $18.07-$22.08 per hour** (based ... Company Paid Life Insurance *Short- and Long-Term Disability Insurance *Retirement Savings ...

Schreiber Logistics

Transportation Analyst

Green Bay, WI · Hybrid

Transportation The Transportation Analyst works closely with Sales, Customer Service, Supply Chain ... Valid driver's license, auto insurance (at least state minimum- more might be required), acceptable ...

Schreiber Foods

Transportation Analyst

Green Bay, WI · Hybrid

Transportation The Transportation Analyst works closely with Sales, Customer Service, Supply Chain ... Valid driver's license, auto insurance (at least state minimum- more might be required), acceptable ...

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All JobsTransportation Insurance JobsTransportation Insurance Jobs in Wisconsin

Transportation Insurance information

See Wisconsin salary details

$33.8K

$75.4K

$124.7K

How much do transportation insurance jobs pay per year?

As of Aug 8, 2026, the average yearly pay for transportation insurance in Wisconsin is $75,399.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,000.00 and $85,800.00 per year, depending on experience, location, and employer.

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 is a transportation insurance?

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 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.

What are popular job titles related to Transportation Insurance jobs in Wisconsin? For Transportation Insurance jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Transportation Insurance jobs in Wisconsin look for? The top searched job categories for Transportation Insurance jobs in Wisconsin are:
Transportation Insurance jobs near you
Infographic showing various Transportation Insurance job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $75,399 per year, or $36.2 per hour.

Experienced Sales Executive - Transportation

Cottingham & Butler

Madison, WI

Full-time, Contractor

Re-posted 12 days ago

Cottingham & Butler rating

8.6

Company rating: 8.6 out of 10

Based on 15 frontline employees who took The Breakroom Quiz

87th of 303 rated insurance

Job description

Cottingham & Butler Transportation Group provides first-class insurance solutions to over 2,500 trucking companies across the U.S. Our service extends beyond buying insurance to helping our clients with safety, claims, and compliance challenges. As the leading insurance broker in the transportation industry, we provide better solutions, better advice, and better results.

We are currently adding experienced transportation producers. Joining our sales team will allow you access to the markets, tools, and expertise needed to write more business. You will also work with a top-notch service team that will ensure that you retain more business. A bigger book of business = more money in your pocket! This position requires 3 years of experience in Transportation Insurance.

Here are a few things that set us apart:

  • Our Team. 300+ experienced professionals that specialize in the trucking industry and have the vision and expertise to help our clients clearly identify the risks they face and develop the necessary steps to mitigate or avoid them
  • Market Access. Our experience and reputation in the transportation industry give us the ability to secure the most competitive terms from the top insurance markets.
  • Our Solutions. We offer a full range of traditional and non-traditional insurance solutions, including in-house claims, safety management, and captive insurance services. We also offer an independent contractor platform and brokerage claims advocacy. The best part- the services aren't charged back to the producer.
  • Trucking Captives. We are the exclusive broker for 7 trucking captives, including the two largest in the world. There are over 245 captive members and a 99% retention rate in our captives.
  • Clients love us. They choose us because they see value in the services we offer and stay with us because we exceed their expectations. The Transportation Division has an average annual organic growth rate of 12.5% and our client retention is over 95%.

Ultimately, we like to win and have a track record of doing it year-over-year. Many of the best brokers in the nation have chosen to call Cottingham & Butler home and have built careers unlike anything in the industry. Here is a link to a highlight video from one of our National Sales Celebration Events: www.bit.ly/www.bit.ly/salesCB.

Pay & Benefits

  • Full salary + bonus
  • Most Benefits start Day 1
  • Medical, Dental, Vision Insurance
  • Flex Spending or HSA
  • 401(k) with company match
  • Profit-Sharing/ Defined Contribution (1-year waiting period)
  • PTO/ Paid Holidays
  • Company-paid ST and LT Disability
  • Maternity Leave/ Parental Leave
  • Company-paid Term Life/ Accidental Death Insurance

About Cottingham & Butler:

At Cottingham & Butler, we sell a promise to help our clients through life's toughest moments. To deliver on that promise, we aim to hire, train, and grow the best professionals in the industry. We look for people with an insatiable desire to succeed, are committed to growing, and thrive on challenges. Our culture is guided by the theme of "better every day" constantly pushing ourselves to be better than yesterday – that's who we are and what we believe in.

As an organization, we are tremendously optimistic about the future and have incredibly high expectations for our people and our performance. Our ability to grow as a company, fuels investments in new resources to better serve our clients and provide the amazing career opportunities our employees want and deserve. This is why we are a growth company and why we are committed to being better every day.

Want to learn more? Follow us on www.CottinghamButler.com | LinkedIn | Facebook

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