Inside Trucking Insurance Sales
Cottingham & Butler is one of the largest insurance brokerage firms in the nation. We specialize in trucking insurance solutions with top tier programs for all size fleets. We are seeking a full-time inside Trucking Insurance Sales Specialist to join our team. This role involves engaging with trucking company owners with 1 to 10 units, understanding their insurance needs, and offering tailored insurance solutions. No prior insurance knowledge is required – training will be provided. Responsibilities include:
- Managing a dynamic pipeline of new and active leads.
- Contacting prospective trucking companies via phone and email to understand their insurance requirements.
- Presenting trucking companies with various insurance products and policies tailored to their specific needs.
- Collaborate with the sales leadership to meet and exceed sales targets and contribute to the growth of the company.
Requirements:
- Must be self-motivated and results driven.
- Experience with or a strong passion for sales.
- Strong communication and negotiation skills.
- The ability to effectively convey complex information.
- Willingness and ability to become licensed in insurance.
- Ability to work independently and as part of a team in a fast-paced environment.
- Excellent organizational skills and attention to detail.
This role offers a competitive hourly wage with the opportunity for commission based on sales performance. In addition, greater development opportunities are provided to further enhance sales skills and insurance knowledge.
If you are passionate about sales, motivated to win, and thrive in a dynamic environment, please submit your resume and a cover letter outlining your relevant experience and why you would be a great fit for this part-time position.
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
Skills Required
- Must be self-motivated and results driven
- Experience with or a strong passion for sales
- Strong communication and negotiation skills
- Ability to effectively convey complex information
- Willingness to become licensed in insurance
- Ability to work independently and in a team
- Excellent organizational skills and attention to detail
Cottingham & Butler Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Cottingham & Butler and has not been reviewed or approved by Cottingham & Butler.
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Strong & Reliable Incentives — Variable pay elements—such as commissions, bonuses, and profit sharing—create meaningful earning upside in certain roles. Feedback suggests these incentives contribute to stronger satisfaction where performance pay is prominent.
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Retirement Support — A 401(k) with company match and profit sharing strengthens long‑term savings potential. Feedback suggests tax‑advantaged accounts and, in some roles, day‑one eligibility add tangible value.
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Parental & Family Support — Priority access and discounted rates at the Dubuque HQ onsite childcare center directly support working parents. Family‑oriented perks complement the broader health and time‑off offerings.
Cottingham & Butler Insights
What We Do
Cottingham & Butler is the 31st largest insurance broker in the U.S. and a recognized leader in offering innovative property & casualty and employee benefit insurance solutions. The company is headquartered in Dubuque, Iowa, and employs over 1,200 employees across the U.S. Better Every Day. That's our promise to our clients. We deliver better advice, better service, and better ideas than our competitors. Every Day. It's a commitment to challenging conventional wisdom, innovating, improving how we serve our clients and growing as industry professionals. This approach has produced superior results for our clients, and a growth track record that has propelled us forward since 1887
