14 entry level sales executive jobs found in Madison, WI

Sales Executive – Entry-Level Candidates 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. 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...

Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives in our Madison, Wisconsin location! 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. 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...

Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives in our Madison, Wisconsin location! 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. 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...

This position requires a 10–12-week training session in Dubuque, IA initially. Housing would be supplied if needed.  Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives at our Madison, Wisconsin location! 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...

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. 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...

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. 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...

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...

Sales Executive – Entry-Level Candidates 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. 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...

Sentry is seeking an analytical and results driven individual to expand our actuarial capabilities in Claims. This position will be responsible for developing new analytical tools and capabilities to evaluate trends and performance in Claims; monitoring results, identifying issues and trends, and communicating throughout the organization.  This is a high-profile position with frequent interaction with executive leadership throughout Sentry. This position will be part of the Reserving team, but will partner closely with our Claims teams. If this opportunity resonates with what you’re looking for, we want to hear from you. We’re looking for an eager self-starter to join our team. The level that the selected individual will be hired at will be determined by the related skills and qualifications of the candidate hired. This position will be located at our Office in Stevens Point, WI in a hybrid work model and is not a fully remote opportunity. For this position,...

Sentry is seeking a strategic and visionary Lead Actuary to spearhead new initiatives within Small Commercial. This role will serve as the cornerstone for actuarial leadership, driving excellence across pricing, reserving, and capital management functions. This is a high-impact opportunity to shape the future of Small Commercial at Sentry through data-driven decision-making and innovative actuarial leadership. What You'll Do As a Lead Actuary, you will: Architect and implement dynamic pricing models, owning proprietary pricing frameworks for core Small Commercial products. Oversee all state and regulatory filings to ensure competitive and profitable pricing strategies. Collaborate cross-functionally with product, engineering, and data analytics teams to embed pricing directly into the underwriting and quote-to-bind experience. Provide critical actuarial insights to guide capital allocation, reinsurance strategy, and long-term financial forecasting. Analyze rate...

At Sentry, we’re committed to helping our organization anticipate, understand, and manage risks that matter most—strategic, operational, financial, compliance, and emerging. We’re seeking a versatile Enterprise Risk Management (ERM) Analyst who is curious, analytical, and enthusiastic about understanding connections between business objectives and risk. In this role, you’ll help strengthen organizational resilience, enhance decision-making, and support a consistent risk culture across the enterprise. You will play a key role in advancing our ERM framework, facilitating risk assessments, and producing meaningful insights for senior leaders and governance committees What You'll Do As an ERM Analyst, you will: Facilitate enterprise-wide risk identification, assessment, and analysis in partnership with business leaders and risk owners Support the ongoing enhancement of the ERM framework to ensure risk practices remain consistent and value-added Coordinate quarterly and...

Sentry is looking to fill an opening on our team as a Director – Regional Commercial Lines Pricing. In this role you will effectively manage and lead a team charged with the development and implementation of strategies for analysis of losses and liabilities to ensure adequate pricing and overall financial strength of Sentry’s commercial line products in our Regional business unit. This position will be located at our Office in Stevens Point, WI in a hybrid work model and is not a fully remote opportunity. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. What You'll Do As a Director – Regional Commercial Lines Pricing, you will: Develop projection models for premium, policy counts, expenses, losses, etc. to forecast financial results Analyze rate making assumptions to provide pricing rate levels that are necessary to produce a profit Coordinate and communicate rate revisions and support documentation with...

We are currently seeking an HR Business Consultant to join the Sentry team! As an HR Business Consultant, you will provide a broad range of strategic human resources consulting services to leaders within the business area(s) you support. What You'll Do As an HR Business Consultant, you will: Build strategic relationships with business leaders and develop trust and business acumen to deliver on business needs. Identify, define and recommend solutions to address the needs of the business while taking account of the broad impact on the business and HR strategies. Utilize key business/HR metrics and data to monitor changes or trends and examines results. Communicate and provide interpretation of results to business units to influence outcomes and aid decision making. Lead and facilitate HR programs and services in line with the business area’s strategic plan. Provide change management consultation to assigned business areas as needed. Provide strategic...

Position Summary Are you a recent graduate looking to start your career? Consider joining our firm through the Brokerage sector as a Brokerage Operations Coordinator – it is a great entry-level position to kickstart your career. Imagine jumping into a dynamic role where you support a busy brokerage team every day! As a Brokerage Operations Coordinator, you'll be the backbone of smooth daily operations – handling paperwork, ensuring transactions go through on time, and working closely with brokers and other departments. It’s a perfect entry point to dive into the financial world, learn the ropes, and develop skills that will launch your career in risk management & insurance. What will your job entail? Job Responsibilities: • Assists in executing and coordinating day-to-day brokerage operations and supports the implementation and improvement of operational procedures. • Coordinates with the broker to prepare documents, cover letters etc. to market renewal business and...