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Entry Level Captive Insurance information

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$121.5K

How much do entry level captive insurance jobs pay per year?

As of Aug 16, 2026, the average yearly pay for entry level captive insurance in the United States is $65,022.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,500.00 and $77,000.00 per year, depending on experience, location, and employer.

What is an entry level captive insurance?

An entry level captive insurance job involves supporting the management and administration of captive insurance companies, which are subsidiaries created by businesses to insure their own risks. Employees in these roles may assist with underwriting, claims processing, regulatory compliance, financial reporting, and customer service. Entry level positions are ideal for recent graduates or individuals new to the insurance industry, offering foundational experience and opportunities for professional growth in risk management and insurance operations.

What are some common challenges faced by entry level captive insurance professionals, and how can they be overcome?

Entry-level professionals in captive insurance often encounter challenges such as learning complex regulatory frameworks, adapting to the specialized nature of captive structures, and understanding client-specific risk management needs. Overcoming these challenges involves proactive learning, seeking mentorship from experienced colleagues, and taking advantage of industry training opportunities. Collaboration with underwriters, actuaries, and legal teams is also key, as it helps build a stronger understanding of the full captive insurance process and fosters professional growth.

What are the key skills and qualifications needed to thrive as an entry level captive insurance professional, and why are they important?

To thrive as an Entry Level Captive Insurance professional, you need a foundational understanding of insurance principles, risk management concepts, and a relevant bachelor’s degree, often in finance, business, or accounting. Familiarity with insurance management software, proficiency in Microsoft Excel, and knowledge of regulatory compliance tools are commonly required. Strong analytical thinking, attention to detail, and effective communication skills help you excel in data analysis and client interactions. These competencies are essential for ensuring accurate risk assessment, regulatory adherence, and successful client service in this specialized insurance field.

What is the difference between Entry Level Captive Insurance vs Entry Level Insurance Underwriter?

AspectEntry Level Captive InsuranceEntry Level Insurance Underwriter
Required CredentialsBachelor's degree, possibly some actuarial or insurance certificationsBachelor's degree, often with insurance or risk management certifications
Work EnvironmentCorporate offices, insurance companies, or captive insurance entitiesInsurance companies, underwriting departments, or brokerage firms
Employer & Industry UsageUsed mainly in companies establishing or managing captive insurance entitiesCommon in insurance companies evaluating risk and setting premiums

Entry Level Captive Insurance roles focus on managing and establishing captive insurance companies, often requiring knowledge of risk management and insurance structures. Entry Level Insurance Underwriters evaluate risks and determine policy terms. While both roles require similar educational backgrounds and certifications, captive insurance roles are more specialized in alternative risk transfer, whereas underwriters focus on traditional insurance policies.

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Cities with the most Entry Level Captive Insurance job openings:

What are the most commonly searched types of Captive Insurance jobs?

The most popular types of Captive Insurance jobs are:

What states have the most Entry Level Captive Insurance jobs?

States with the most job openings for Entry Level Captive Insurance jobs include:

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The top searched job categories for Entry Level Captive Insurance jobs are:

Entry Level Captive Insurance jobs near you
Infographic showing various Entry Level Captive Insurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $65,022 per year, or $31.3 per hour.

Entry Level Sales Executive - Trucking

Cottingham & Butler

Dubuque, IA • On-site

Contractor

Re-posted 4 days ago

Cottingham & Butler rating

8.6

Company rating: 8.6 out of 10

Based on 15 frontline employees who took The Breakroom Quiz

90th of 308 rated insurance

Job description

Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives at our headquarters in Dubuque, Iowa! Seeking all sales minded, soon-to-be college graduates, recent college graduates, or individuals with 1-3 years of sales experience who are motivated by financial rewards.

What You'll Get:

At Cottingham & Butler, we offer an exceptional sales career that opens the door to boundless opportunities and unlimited earning potential. You will be immersed in a dynamic environment surrounded by a team that is dedicated to equipping you for success. Through comprehensive training, unparalleled service support, unique resources, and the necessary tools, we ensure that you have everything you need to build a highly lucrative sales career.

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. 

What You'll Do:

  • Learn the business and become a trusted advisor to company leaders.
  • Identify, qualify, and close prospects.
  • Manage and retain your book of business and actively work towards its growth to unlock substantial financial growth.
  • Strategize and develop customized solutions for clients, leveraging available programs to deliver services that exceed client expectations.
  • Cultivate strong relationships with top decision makers, ensuring long-term client retention.
  • Collaborate with our service team to create compelling proposals and deliver impactful presentations to clients and prospects.
  • Earn relevant designations and stay up-to-date on continuing education credits provided by the company to enhance your professional growth and earning potential.

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%. 

People We Hire:

If you thrive in a fast-paced, competitive environment and possess a relentless drive for success, Cottingham & Butler is the ideal place for you. You will be surrounded by industry-leading professionals, including several teammates who manage books of business exceeding $1 million. Additionally, you'll have access to our exceptional service teams and in-house specialists focused on account management, technology, compliance, analytics, client communications, and more-resources that will elevate your sales performance and financial success.

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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