14 sales leader jobs found in Madison, WI

Regional Sales Leader, Employee Benefits Location: Madison, WI Cottingham & Butler is seeking an Employee Benefits sales leader for our Madison, WI office. As the Sales Manager of our regional office, you will drive profitable growth in employee benefits, spearhead sales initiatives, and deliver exceptional value to our clients. Your leadership will be pivotal in developing a high-performing team that achieves sustained success. Don’t miss your chance to be part of one of the largest and fastest growing insurance brokerages in the nation. Key Responsibilities: Sales Leadership:  Take charge of the regional employee benefits sales efforts, combining marketing, sales, and analytical strategies to cultivate and close business with target customers. Drive new business through hiring, managing, and developing sales executives. Attend sales calls to assist in closing deals and build strong personal relationships with sales producers. Strategic Vision:  Execute and...

Sales Leader – New Business & Producer Development Location: Madison, WI Reports To: VP Risk Management About the Role Cottingham & Butler is seeking a senior, client‑facing Sales Leader to play a pivotal role in driving new business growth and elevating producer performance in our Madison office. This is not a traditional producer role. Instead, you will operate as a strategic deal leader and coach, partnering with producers on complex opportunities, shaping sales strategy, and helping win high‑value accounts. At the same time, you will actively develop emerging producers, accelerating their growth and improving overall team performance. If you thrive in high‑stakes sales environments, enjoy influencing outcomes without sole ownership of a book, and want to have a measurable impact on both revenue and people development, this role offers a unique opportunity. What You’ll Do 1.      Drive New Business Wins Partner with producers on qualified...

The Opportunity M3 is seeking a strategic and forward-thinking Vice President of Marketing to lead an integrated marketing strategy that strengthens our brand, accelerates growth, and equips revenue-generating teams for success. This role will partner closely with executive, business, and sales leaders to enhance market positioning, deepen client engagement, and align marketing initiatives with organizational growth priorities.   The Vice President will oversee corporate marketing, revenue marketing, product marketing, and sales enablement—bringing these efforts together through a cohesive go-to-market strategy. This leader will also recruit, develop, and retain a high-performing marketing team while fostering a culture of innovation, accountability, collaboration, and continuous improvement.   How You Will Make an Impact Develop and execute a comprehensive marketing strategy aligned with organizational growth objectives and long-term business...

At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call...

The Opportunity M3 is seeking a strategic and forward-thinking Director of Financial Planning & Analysis to lead enterprise financial planning, forecasting, performance management, analytics, and finance transformation. This role will partner closely with executive and business leaders to strengthen financial visibility, deliver actionable insights, and support informed decisions across the organization.   The Director will oversee budgeting and forecasting processes, financial modeling, executive reporting, business intelligence, planning technology, and finance modernization. This leader will also develop the FP&A team and foster a culture of accountability, collaboration, innovation, and continuous improvement.   How You Will Make an Impact Lead annual budgeting, rolling forecasts, long-range planning, scenario analysis, and financial modeling Partner with executive and operational leaders to evaluate business performance, financial drivers,...

The Opportunity As a Brokerage Client Specialist, you'll be instrumental in bolstering our sales and client management endeavors. Your role is pivotal, focusing on policy accuracy and nurturing robust client relations through timely service and adept communication. Dive into a dynamic environment where your attention to detail and proactive approach will shine. Key responsibilities encompass policy management, client responsiveness, and project collaboration. If you're a detail-oriented communicator who thrives in fast-paced settings, join us and be at the forefront of shaping exceptional client experiences!   How You Will Make an Impact Provide support to our Brokerage client service and sales teams. Ensure clients' needs are promptly and accurately addressed, fostering trust and satisfaction. Efficiently handle policy tasks such as certificates, audits, and reviewing endorsements to adhere to our high service standards. Navigate our agency management...

As a Motorcycle Dealership Sales Manager, you will contribute to profitable premium growth by increasing motorcycle dealer engagement with our motorcycle insurance product. Sentry’s motorcycle team is seeking a motivated, self-starter who has a passion for building and maintaining strong relationships with Harley-Davidson dealers within a defined territory.  This position will manage a large geographic territory and ideally will be staffed within the Central US territory.  What You'll Do As a Motorcycle Dealership Sales Manager, you will coordinate and lead motorcycle dealership training, relationship management, complaint handling, prospecting and communication within your territory.  Additionally, you will: Promote product and brand at assigned, motorcycle events to identify and foster production sources and relationships. Provide insurance product expertise and leads product and related process training efforts for dealerships and related affinity associations....

Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Position Schedule / Shift: Monday - Friday 8:30 AM - 5:30 PM. 40 hours a week. 1 hour lunch break. Position Summary Customer service talent is in demand, and today’s candidates want a role where they can build relationships, grow their skills, and make a real impact every day. As a Member Representative I with The Auto Club Group, you’ll be the welcoming face of AAA—helping members with trusted products and services while driving satisfaction, sales, and long-term career growth. Key Responsibilities Member Service & Sales: Greet, service, and support members by promoting and selling membership, travel products, select banking products, and other ACG offerings. Lead Generation & Promotions: Generate leads, share travel and insurance specials, provide travel information, and conduct outbound promotional calls for insurance and travel products. Customer Support &...

Our Company: Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers. Our mission is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve. Our vision is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners. Summary: Seek Now is searching for capable 1099 independent sub-contractors to provide accurate,...

We are seeking an experienced and passionate employee benefits professional to drive successful outcomes for clients and their programs. As an Employee Benefits Client Consultant, you’ll play a critical role in building strong client relationships, providing high-quality analysis, and delivering strategic recommendations that ensure positive outcomes for our clients. With your expertise, you’ll serve as a trusted advisor to clients across various industries, sizes, and geographies. Essential Functions: • Build Client Relationships: Establish yourself as the primary advisor for benefits-related issues. Assist clients by developing and executing tailored benefit program strategies to retain and attract employees. Support HR leaders in navigating legal compliance requirements (e.g., HIPAA, FMLA, COBRA) and other functions. • Team Collaboration: Work within a cross-functional team to address client needs in analytics, compliance, communications, technology, marketing, and...

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...

Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   This is a relationship driven sales role with long-term income potential through commission.  We know building a client base takes time, which is why we offer ramp-up earnings support during your first months as you grow your pipeline and book of business $5,000 New Agent Ramp-up Incentive This supports your transition by providing additional income as you develop your pipeline and build a strong foundation for long-term success If you enjoy helping people, building relationships, and earning more through performance, we’ll provide the training, tools, and support to help you succeed Success in this role comes from: Consistent outreach Proactive engagement with prospective clients Strong follow-up Community networking Building trust with clients Position Schedule / Shift: Monday - Friday 8:30 am – 5:30 pm Position Summary Full-time | W‑2 | Base Pay + Incentives +...