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sales leader Wisconsin

37 sales leader jobs found

Cottingham & Butler
10/21/2026  
Regional Sales Leader - Employee Benefits
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...
Cottingham & Butler Madison, WI
Cottingham & Butler
10/21/2026  
Sales Leader - New Business & Producer Development
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...
Cottingham & Butler Madison, WI
M3 Insurance
10/30/2026  
Vice President of Marketing
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...
M3 Insurance Madison, WI Full Time
Brown & Brown
09/25/2026  
Business Development Representative
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. BUSINESS DEVELOPMENT REPRESENTATIVE Built on Meritocracy. Driven by Opportunity. At Brown & Brown, our unique culture rewards self-starters and those who are committed to doing what is best for our customers. We provide our teammates with the resources, support, and opportunities needed to grow professionally while making a meaningful impact on our clients, teammates, and communities. Brown & Brown is seeking a Business Development Representative to join our growing team in Milwaukee, WI. This is an exciting opportunity for a motivated professional who is passionate about sales, relationship building, and business development. Through training, mentorship, and hands-on experience, you will develop the skills necessary to build a successful career while helping drive growth across our Employee Benefits and Property &...
Brown & Brown Milwaukee, WI Full Time
M3 Insurance
08/31/2026  
2027 Business Insurance Internship - Consulting Emphasis
The Opportunity At M3, our Business Insurance Internship Program has the capacity to launch your long-term career in insurance consulting. With an emphasis on career exploration and sales development, our program offers flexibility to align educational opportunities and projects with your interests and skills. In this role, you'll be at the forefront of learning prospecting, relationship building, and business development alongside our experienced Client Executives. But that's not all – you'll also gain valuable exposure to client service operations to understand the full client lifecycle. Working closely with our Sales Leadership, you'll participate in real client meetings, networking events, and sales activities while building foundational skills for a successful career in insurance sales. The ideal candidate will have a strong interest in sales and business development, excellent communication skills, and the drive to learn about insurance products and services in...
M3 Insurance Kenosha, WI Full Time
Nationwide
11/11/2026  
Sales Executive - Group Benefits - Milwaukee Wisconsin
Are you passionate about being part of a team at a Fortune 100 company with nearly $70 billion in annual sales that delivers extraordinary care to help individuals and businesses prepare for and protect their future? If so, then Nationwide Financial could be the place for you! At Nationwide®, “on your side” goes beyond just words. Our customers and partners are at the center of everything we do and we’re looking for associates who are passionate about delivering extraordinary care. The primary focus of this role is to develop relationships with licensed health insurance brokers and agencies in order to sell Nationwide's Benefit's health insurance products for groups of 2-50. Even though we are a Fortune 100 Company, our team of 10 make our office seem much more tight-knit. Essential Duties And Responsibilities: Following is a summary of the essential functions for this job: Target and build relationships with licensed health insurances agents/brokers via...
Nationwide Milwaukee, WI Full Time
Guardian
11/03/2026  
Client Service Delivery Associate III
Please note: Mountain and Pacific Time Zones Preferred Starting hourly rate of $21.00 per hour with a 3% annual bonus target Summary:   The Client Service Delivery Associate III supports Guardian’s mission by delivering exceptional, customer-focused service across phone, email, and chat channels. This role handles inquiries related to benefits, billing, eligibility, and claims while ensuring accurate, efficient, and timely resolutions. The position requires strong problem-solving skills, the ability to navigate multiple systems, and a commitment to delivering a high-quality customer experience. This is an opportunity to contribute to a collaborative team while making a direct impact on customer satisfaction and loyalty.   You are A customer-focused professional who thrives in a fast-paced, service-driven environment Skilled at identifying root causes and resolving customer issues effectively Comfortable navigating multiple systems simultaneously to deliver...
Guardian WI Full Time
Acrisure
10/31/2026  
Enterprise Account Executive
Job Title: Enterprise Account Executive   Acrisure is a fast-growing fintech leader that operates a global insurance broker. Acrisure provides a broad array of insurance and financial related solutions, including commercial property and casualty, personal lines and employee benefits insurance, real estate services, cyber services and asset and wealth management. Acrisure’s massively valuable, high margin distribution network combines the strength of trusted advisors with growth and efficiency enabled by AI.   Position Overview: As an Enterprise Account Executive at Acrisure, you play a crucial role in driving Total Client Growth, delivering exceptional client experience, and managing complex, enterprise-level insurance relationships. This role requires advanced technical insurance expertise, strategic advisory capabilities, and the ability to translate client needs into impactful risk solutions. You will lead sophisticated risk strategy engagements—including...
Acrisure New Berlin, WI Full Time
WTW
10/24/2026  
Health & Benefits Producer
WTW Producers make a valuable difference every day to our high-profile clients and prospects by developing leading edge solutions to address their health and benefits and broader benefits issues. They aggressively develop and manage active pipelines, call on existing and potential clients, conduct in-depth analysis/risk assessments and present information on how organization’s superior strategic resources and capabilities can address their concerns.  If working for a global market leader that provides state of the art tools, resources and support to secure and retain clients is something that excites you, apply today. Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Primary accountability for creating and executing a business strategy to penetrate the local market in obtaining completely new Health and Benefits (H&B) clients of the company; retain and grow revenue with clients once on...
WTW Milwaukee, WI Full Time
Acrisure
10/24/2026  
Payroll Division Manager
About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Leader responsible for market penetration through targeted Payroll campaigns that deliver incremental revenue from new and/or existing clients. As a Division Manager (DM), you will report to a regional Vice President (VP). DM’s must manage and achieve their Division’s productive sales goal on a monthly basis while managing and leading a team of Territory Managers and Payroll Client Advisors, which are responsible for the direct sell of Auris’s...
Acrisure WI Full Time
Allstate
10/24/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
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...
Allstate Madison, WI Full Time
Jewelers Mutual
10/23/2026  
Key Account Manager - Jeweler Solutions
Summary: This role serves as the primary relationship liaison between Jewelers Mutual and our large scale jeweler partners. The Key Account Manager is responsible for developing personalized approaches to drive results across the entire portfolio of jeweler offerings; insurance referral programs, care plan, asset protection, shipping solution, and all other programs. Critical functions within this role include onboarding new partners efficiently while complying with all contractual agreements, cultivating strong relationships to drive new business growth, training best practices at all levels of partner organizations to ensure regulatory compliance and improve sales. This position works closely with P&L leadership, Business Development, and Operations to appropriately steer the direction of the product(s)/program(s). Why Jewelers Mutual: Since 1913 we’ve been committed to supporting the Jewelry industry and putting customers at the center of everything we do. With...
Jewelers Mutual Neenah, WI Full Time
M3 Insurance
10/01/2026  
Director of Financial Planning & Analysis
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,...
M3 Insurance Madison, WI Full Time
Acrisure
09/26/2026  
Employee Benefits Account Manager
About Acrisure A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. Job Summary Acrisure is seeking an Employee Benefits Account Manager to join our growing team. The Account Manager is the primary day-to-day contact for all service needs for both external and internal customers. They are accountable for facilitating team service...
Acrisure New Berlin, WI Full Time
Acrisure
09/19/2026  
Employee Benefits Account Executive
Acrisure is a global Fintech leader that combines the best of humans and high tech to offer multiple financial products and services to millions of businesses and individual clients. We connect clients to solutions that help them protect and grow what matters, including Insurance, Reinsurance, Cyber Services, Mortgage Origination and more.  Acrisure employs over 19,000 entrepreneurial colleagues in 22 countries and has grown from $38 million to nearly $5B in revenue in just over ten years. Our culture is defined by our entrepreneurial spirit and all that comes with it: innovation, client centricity and an indomitable will to win Job Summary: The Employee Benefits Account Executive supports the retention and growth of client relationships by delivering a high-quality client experience, applying a working knowledge of employee benefits solutions, and assisting with the sales and renewal process to help achieve client objectives. The Account Executive partners closely...
Acrisure New Berlin, WI Full Time
R&R Insurance
11/12/2026  
Employee Benefits Sales Executive
Employee Benefits Sales Executive Build Your Book. Grow Your Career. Do It with the Right Team Behind You. Ready to take your sales career to the next level? Whether you're an experienced Employee Benefits producer or a successful sales professional looking to break into the industry, R&R Insurance Services offers the independence, resources, and support to help you succeed. We're looking for a motivated, relationship-driven Employee Benefits Sales Executive who wants to build a successful book of business while helping employers make smarter decisions about their employee benefits programs. At R&R, you'll have the freedom to pursue opportunities, the backing of an experienced team, and the ability to build a long-term career with one of the Midwest's leading independent insurance agencies. What You'll Do Build Your Business: Develop and grow a profitable Employee Benefits book of business through strategic prospecting, networking, referrals, and...
R&R Insurance Waukesha, WI Full Time
Sentry
11/11/2026  
Motorcycle Dealership Sales Manager
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....
Sentry Madison, WI Full Time
AAA - Auto Club Group (ACG)
11/06/2026  
Member Representative I - Madison, WI
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 &...
AAA - Auto Club Group (ACG) Madison, WI Full Time
AAA - Auto Club Group (ACG)
11/04/2026  
Insurance Sales Agent - Green Bay, WI
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 $2,500 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...
AAA - Auto Club Group (ACG) Green Bay, WI Full Time
Brown & Brown
10/31/2026  
Commercial Insurance Producer
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Drive Growth. Build Relationships. Deliver Strategic Risk Solutions. Brown & Brown is seeking an experienced Property & Casualty Producer to drive new business growth, expand market presence, and develop long-term client relationships. This role is ideal for a commercial insurance sales professional who thrives on business development, consultative selling, and helping organizations navigate complex risk management challenges. As a trusted advisor, you'll work closely with business owners, executives, and decision-makers to develop customized insurance and risk management solutions while leveraging Brown & Brown's extensive market resources, carrier relationships, and service expertise. What You'll Do Generate new business opportunities through prospecting, networking, referrals, and relationship development....
Brown & Brown Milwaukee, WI Full Time

 

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