Entry Level Sales Executive - Trucking

Posted 7/29/2026 · last confirmed live 8/26/2026

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

This role is published by Cottingham & Butler on greenhouse. SwiftFit is not the employer and does not accept applications.