InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Refine by Job Type
Full Time 32
Refine by City
Madison 12 Milwaukee 5 Stevens Point 4 Appleton 3 Waukesha 3 New Berlin 2
De Pere 1 Eau Claire 1 Gillett 1 Kenosha 1 Mount Pleasant 1 Mountain 1 Port Washington 1
More
employee benefits sales executive Wisconsin

38 employee benefits sales executive jobs found

R&R Insurance
02/10/2026  
Employee Benefits Sales Executive
What You’ll Do Build and grow a profitable Employee Benefits book of business through consultative, relationship-based selling Develop trusted advisor relationships with business owners, HR leaders, and executive decision-makers Prospect strategically through networking, referrals, centers of influence, and targeted outreach Deliver customized benefit strategies across medical, dental, vision, life, disability, and ancillary lines Lead client conversations around plan design, cost containment, compliance, and employee engagement Collaborate closely with internal service, analytics, and consulting teams to deliver a high-touch client experience Represent R&R in the marketplace as a knowledgeable, credible Employee Benefits expert What Sets You Apart Experience selling Employee Benefits in an agency, brokerage, or consulting environment Strong sales instincts paired with a consultative, relationship-first approach Ability to communicate complex...
R&R Insurance Waukesha, WI Full Time
Cottingham & Butler
08/15/2025  
Entry Level Sales Executive - Employee Benefits
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 Madison, WI
Cottingham & Butler
01/20/2025  
Experienced Sales Executive - Employee Benefits
We are seeking an experienced Employee Benefits Insurance Broker with at least 3 years' experience of B2B sales in the employee benefits space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs. Individuals who apply should possess: Proven experience and success as an insurance broker, with a focus on employee benefits A strong understanding of employee benefits products Detail-oriented with strong analytical skills, capable of evaluating complex insurance plans and identifying cost-saving opportunities.  Excellent communication and interpersonal skills, with the ability to build rapport and trust with clients. Join a Winning Team: The individual in this role will joining a team with a solid track record of success in the employee benefits insurance industry. Over the years, our team has experienced significant growth of 18% (driven organically) and a...
Cottingham & Butler Madison, WI
Cottingham & Butler
01/20/2025  
Experienced Sales Executive - Employee Benefits
We are seeking an experienced Employee Benefits Insurance Broker with at least 3 years' experience of B2B sales in the employee benefits space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs. Individuals who apply should possess: Proven experience and success as an insurance broker, with a focus on employee benefits A strong understanding of employee benefits products Detail-oriented with strong analytical skills, capable of evaluating complex insurance plans and identifying cost-saving opportunities.  Excellent communication and interpersonal skills, with the ability to build rapport and trust with clients. Join a Winning Team: The individual in this role will joining a team with a solid track record of success in the employee benefits insurance industry. Over the years, our team has experienced significant growth of 18% (driven organically) and a...
Cottingham & Butler Appleton, WI
M3 Insurance
04/24/2026  
Property and Casualty Client Manager - Small Market (Elevate)
The Opportunity Are you ready to embark on a fulfilling career journey as a Property & Casualty Client Manager supporting our small business team? If you’re passionate about providing exceptional client service, building strong client relationships, and have a knack for problem-solving, this is the opportunity for you. In this role, you'll be at the forefront of supporting our small market sales efforts, ensuring client satisfaction, and navigating the ever-evolving landscape of commercial insurance. This role isn't just about managing accounts—it's about forging lasting connections, providing unparalleled service, and contributing to the success of our clients and our team. You’ll gain valuable experience in insurance while working in a collaborative and supportive environment where your skills and expertise are valued.   How You Will Make an Impact Take the lead on managing assigned books of business, guiding internal resources, and delegating tasks...
M3 Insurance De Pere, WI Full Time
Sentry
04/23/2026  
Account Executive-Wisconsin Captive Territory
Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve. You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales. We provide everything you need to carve out a sales career filled with success and purpose, including: High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8% Opportunities for professional development and growth Outstanding training and support An industry-leading line of products and services Total currently estimated projected compensation range for this position is...
Sentry Milwaukee, WI Full Time
Sentry
04/23/2026  
National Powersports Business Development Executive
This role will provide countrywide leadership in the development & implementation of plans designed to contribute to profitable revenue growth within the motorcycle/powersports program. What You'll Do As a National Powersports Business Development Executive, you will: Direct and oversee external sales strategies for the motorcycle/powersports line of business Collaborate with business area leadership to develop and drive strategies that improve distribution opportunities Lead the development of new and alternative distribution opportunities that may utilize multiple channels and technologies Drive the team to cultivate, solicit, and manage new, existing, and strategic partners in the personal lines spaces in which we operate Create vision and strategy designed to expand distribution in effort to enhance growth opportunities for our products, while coordinating and communicating with other leaders within the organization Create a collaborative,...
Sentry Madison, WI Full Time
TruStage
04/11/2026  
Director, Credit Union System Relations (Madison, WI - Hybrid)
At TruStage, we’re on a mission to make a brighter financial future accessible to everyone.  We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance and financial services solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future. Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition Rooted in the belief that everyone deserves access to a brighter financial future, the TruStage Director of Credit Union System Relations plays a central role in the credit union ecosystem—advancing TruStage’s position as a trusted, influential system partner to leagues, associations, and national leaders. This role is responsible for stewarding some of the company’s most critical...
TruStage Madison, WI Full Time
M3 Insurance
04/08/2026  
Employee Benefits Client Executive - Kenosha Market
The Opportunity At M3, our Client Executives offer advice and advocacy that instills confidence in our clients to manage risk and fuel growth within their organizations. In this role, you'll be at the forefront of prospecting, soliciting, quoting, and closing new commercial insurance accounts. But that's not all – you'll also play a crucial role in nurturing and advising our existing clients. Working closely with our Sales Leadership, you'll set and strive towards specific sales goals and service standards, ensuring excellence every step of the way. The ideal candidate will have a strong understanding of insurance policies and coverages, the ability to identify and prospect potential clients, build relationships, and effectively communicate the value of insurance products and services. How You Will Make an Impact Identify and cultivate insurance prospects by leveraging networking opportunities and establishing Centers of Influence. Foster enduring...
M3 Insurance Kenosha, WI Full Time
Nationwide
04/08/2026  
VP National Accounts Executive - Group Benefits
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. This role does not qualify for employer-sponsored work authorization.  Nationwide does not participate in the Stem OPT Extension program. #LI-YA1 Job Description Summary Are you passionate about cultivating effective relationships to drive sales growth? If you love a highly visible position where you can influence results through relationship-building and activation expertise, we want to know more about you! As an Account Executive, you’ll be responsible for building and cultivating...
Nationwide Milwaukee, WI Full Time
M3 Insurance
04/07/2026  
Surety Client Specialist
  The Opportunity Are you an organized, detail-driven professional looking to grow your career in a fast-paced insurance environment? As a Surety Client Specialist at M3 Insurance, you'll play a key role in supporting our Surety sales and service team by keeping day-to-day operations running smoothly and delivering exceptional client service. This position offers a great blend of client support, administrative coordination, and surety bond processing — making it an ideal fit for someone who thrives on accuracy, collaboration, and getting things done.   How You Will Make an Impact Provide responsive, accurate client service for surety accounts, including answering questions on bonds, coverages, and billing. Process new and renewal bonds in the Agency Management System, verifying data and reviewing for accuracy. Support Client Managers and Client Executives with project assistance, correspondence, and carrier inquiries. Send invoices for agency billed...
M3 Insurance Madison, WI Full Time
M3 Insurance
04/06/2026  
Employee Benefits Client Executive - Eau Claire Market
The Opportunity At M3, our Client Executives offer advice and advocacy that instills confidence in our clients to manage risk and fuel growth within their organizations. In this role, you'll be at the forefront of prospecting, soliciting, quoting, and closing new commercial insurance accounts. But that's not all – you'll also play a crucial role in nurturing and advising our existing clients. Working closely with our Sales Leadership, you'll set and strive towards specific sales goals and service standards, ensuring excellence every step of the way. The ideal candidate will have a strong understanding of insurance policies and coverages, the ability to identify and prospect potential clients, build relationships, and effectively communicate the value of insurance products and services. How You Will Make an Impact Identify and cultivate insurance prospects by leveraging networking opportunities and establishing Centers of Influence. Foster enduring...
M3 Insurance Eau Claire, WI Full Time
R&R Insurance
03/11/2026  
Insurance Sales Executive
Sales Executive – Unlock Your Potential at R&R Insurance Services Whether you’re experienced in Commercial Insurance, Employee Benefits, or Personal Lines—or ready to break into the industry with the right tools and mentorship—this is your chance to build a successful career with one of the largest and most respected independent insurance agencies in the Midwest. What You’ll Do: Build and cultivate meaningful relationships with new prospects and referral sources, fostering long-term trust and credibility. Drive business growth by prospecting, networking, and generating leads in your target market. Deliver tailored, consultative insurance solutions that align with client needs and long-term goals. Manage and expand your book of business with a focus on building sustainable, trust-based client relationships. Develop and present customized insurance and risk management strategies for clients, collaborating with internal teams to ensure exceptional service...
R&R Insurance Waukesha, WI Full Time
TruStage
03/11/2026  
Lead Generation & Marketing Automation Manager, Filene
At TruStage, we’re on a mission to make a brighter financial future accessible to everyone.  We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance and financial services solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future. Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition Job Purpose The Lead Generation & Marketing Automation Manager is a revenue-critical role within Filene's Marketing team, responsible for driving measurable member growth, retention, and lifetime value through strategic CRM management and data-driven engagement. This role owns the end-to-end member lifecycle in our CRM, from lead acquisition through renewal using advanced...
TruStage Madison, WI Full Time
Acrisure
02/22/2026  
Account Executive
Job Description 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 Account Executive to join our growing team. Our Account Executives are pivotal in delivering exceptional service and innovative insurance solutions to our clients. In this role, you will be responsible for managing and...
Acrisure New Berlin, WI Full Time
M3 Insurance
01/13/2026  
Employee Benefits Client Manager II
The Opportunity Are you ready to embark on a fulfilling career journey as an Employee Benefits Client Manager II? If you’re passionate about providing exceptional client service, building strong client relationships, and have a knack for problem-solving, this is the opportunity for you. In this role, you'll be at the forefront of supporting our sales efforts, ensuring client satisfaction, and navigating the ever-evolving landscape of employee benefits. This role isn't just about managing accounts—it's about forging lasting connections, providing unparalleled service, and contributing to the success of our clients and our team.  Gain valuable experience in insurance while working in a collaborative and supportive environment where your skills and expertise are valued.   How You Will Make an Impact Collaborate with our dedicated sales staff to write new business, retain clients, and deliver exceptional service. Organize workflow, schedule appointments, and...
M3 Insurance Madison, WI Full Time
Acrisure
09/08/2025  
Account Executive, Commercial Lines
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 22 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 Account Executive to join our growing team. Our Account Executives are pivotal in delivering exceptional service and innovative insurance solutions to our clients. In this role, you will be responsible for managing and growing a portfolio of...
Acrisure New Berlin, WI Full Time
Sentry
04/21/2026  
Consumer Affairs Specialist
Serves as Sentry's primary point of contact for the Department of Insurance consumer complaints and the internal resource for formal complaints generated through multiple channels. This position will be seated in our Stevens Point, WI – Home Office location under our hybrid work model. What you'll Do: Lead, coordinate, and support all aspects of the complaint processes. Including, but not limited to deescalating consumer complaints using Sentry's complaint system, evaluating the complaint to determine the nature of the complaint, the business units impacted, and the documentation required to establish and support a position. Leveraging broad knowledge of insurance compliance and regulatory matters related to complaint handling requirements, secures necessary documentation from the related business area; ensuring sensitive and/or protected information is redacted appropriately. Responds to questions from internal and external contacts, drafts, and submits timely...
Sentry Stevens Point, WI Full Time
American Family Insurance
04/20/2026  
Lead Digital Data Analyst (Hybrid)
As the Lead Digital Data Analyst with American Family Insurance, you will provide analytics services to the business across the digital sales and servicing customer journeys. Develop new insights and understand our performance based on data and statistical methods. Analyze our results, external market dynamics and other data sources to assess trends and develop applicable insights to management, by understanding of the business model and the information available for analysis. #LI-Hybrid Position Compensation Range: $99,000.00 - $167,000.00 Pay Rate Type: Salary Compensation may vary based on the job level and your geographic work location. Relocation support is offered for eligible candidates. maintain Primary Accountabilities Work with partners in the development and delivery of key digital performance analysis and reporting. Build and maintain various models used to project business results; enhance the model where there is value in adjusting the...
American Family Insurance Madison, WI Full Time
AAA - Auto Club Group (ACG)
04/17/2026  
EA Development Specialist
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Salary Job Description:   Please note: The territory for this role includes Northern Illinois and Wisconsin. The individual will not be required to live in the Milwaukee area. A DAY IN THE LIFE of a Entrepreneurial Agent (EA) Development Specialist The Auto Club Group is seeking prospective Entrepreneurial Agent (EA) Development Specialist who will serve as a business consultant and partner by providing tactical and strategic support to Entrepreneurial Agents (EA) in the assigned geography. Operate as a subject matter expert by becoming well versed on all components of the Connected Member Vision and product/sales knowledge.  Assist assigned EAs in the development and implementation of agency business goals.  Own and be accountable for agency success/retention and agent productivity and...
AAA - Auto Club Group (ACG) Milwaukee, WI Full Time

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy