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
Search within
200 miles
10 miles 20 miles 50 miles 100 miles 200 miles
Refine by Job Type
Full Time 355 Part Time 13
Refine by City
Chicago 119 Madison 28 Grand Rapids 24 Dubuque 18 Stevens Point 18 Itasca 12
Milwaukee 11 Des Plaines 10 Neenah 8 Waukesha 8 Downers Grove 7 Cedar Rapids 6 Bloomington 5 Naperville 5 New Berlin 5 Schaumburg 5 Appleton 4 Pekin 4 South Bend 4 Eau Claire 3
More
Refine by State
Illinois 236 Wisconsin 113 Michigan 41 Iowa 30 Indiana 13 Hybrid 1
Minnesota 1
More
Madison, WI sales

434 sales jobs found in Madison, WI

American Family Insurance
02/26/2026  
Contact Center Sales Manager (Primarily Home)
This position is responsible for achieving the sales goals of their unit on a weekly, monthly and annual basis, including lead management in the proper order of priority and sales associates' productivity and performance management. Position Compensation Range: $69,000.00 - $115,000.00 Pay Rate Type: Salary Compensation may vary based on the job level and your geographic work location. Relocation support is offered for eligible candidates. *Internal candidates are encouraged to apply regardless of location and will be considered based upon the needs of the role. Primary Accountabilities Observe sales calls and conduct one-on-one coaching sessions focused in sales/closing skills and technical issues. Analyze statistical review, including call mix (inbound vs outbound), conversions and effectiveness. Perform quality audits and conduct daily/weekly feedback on performance, using producer and activity reports, as well conducting quarterly performance...
American Family Insurance Madison, WI, USA Full Time
American Family Insurance
02/20/2026  
Inside Sales Representative - Property & Casualty (Primarily Home)
If you don’t currently hold your Property & Casualty Producer’s License, American Family will assist you in obtaining your license after offer acceptance. American Family covers the cost of the self-study course and exam(s). This position is responsible for quoting and selling insurance policy premiums to incoming sales prospects from advertising ad purchased leads while providing excellent customer service to new and existing customers. Position Compensation Range: Pay Rate Type: Hourly Compensation may vary based on the job level and your geographic work location. Relocation support is offered for eligible candidates. In this primarily home-based role, you will spend 80% of your time (4+ days per week) working from home, proximate to one of our office locations (within approximately 100 miles). Those offices are: Madison, WI; Green Bay, WI; Phoenix, AZ; Minneapolis, MN; Akron, OH; Las Vegas, NV; Denver, CO; Atlanta, GA; Boston, MA; St Joseph, MO; Keene,...
American Family Insurance Madison, WI, USA Full Time
Allstate
01/25/2026  
Licensed Inside Sales Representative (Remote - Home Based Work)
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 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 Inside Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more. Use your insurance expertise to...
Allstate Madison, WI, USA 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, USA
Cottingham & Butler
08/15/2025  
Entry Level Sales Executive - Risk Management
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...
Cottingham & Butler Madison, WI, USA
Cottingham & Butler
08/15/2025  
Entry Level Sales Executive - Trucking
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 Madison, WI, USA
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, USA
Cottingham & Butler
01/14/2025  
Experienced Sales Executive - Transportation
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.  We are currently adding experienced transportation producers. Joining our sales team will allow you access to the markets, tools, and expertise needed to write more business.  You will also work with a top-notch service team that will ensure that you  retain more business . A bigger book of business =  more money in your pocket ! This position requires 3 years of experience in Transportation Insurance. 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...
Cottingham & Butler Madison, WI, USA
Cottingham & Butler
01/14/2025  
Experienced Sales Executive - Risk Management
We are seeking an experienced Risk Management Insurance Broker with at least 3 years' experience of B2B sales in the P&C space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of insurance and connected programs. Individuals who apply should possess: Proven experience and success as an insurance broker, with a focus on property & casualty sales. A strong understanding of insurance and risk management products to evaluate complex policies and identify cost-saving opportunities.  Ability to work with C-Suite Executives to develop the best risk management solution for their insurance program. Excellent communication and interpersonal skills and 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 insurance industry. We have a high concentration of clients in Construction,...
Cottingham & Butler Madison, WI, USA
AAA - Auto Club Group (ACG)
02/25/2026  
Insurance Sales Agent - Rockford
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:   Hourly Job Description:   Join America’s most trusted brand with over 100 years of service. $2,500 Signing Bonus for new hires **To qualify for the Sign-On Bonus, applicants must be new to ACG (not applied in the last 180 days.) There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment.  Additional details can be provided by our Recruiting Team at the time of application** Why Choose AAA The Auto Club Group (ACG) ACG offers excellent and comprehensive benefits packages: Medical, dental and vision benefits 401k Match Paid parental leave and adoption assistance Paid Time Off (PTO), company paid holidays, CEO days, and floating holidays Paid volunteer day annually Tuition assistance program, professional...
AAA - Auto Club Group (ACG) Rockford, IL, USA Full Time
Freeway Insurance Services America
02/18/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $15 - $17 / hour Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: We reimburse up to $15 a month to an employee for their gym Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and...
Freeway Insurance Services America Rockford, IL, USA Full Time
Acrisure
12/28/2025  
Field Sales Representative
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 Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Field Sales Representative you will report to a Payroll Division Manager and receive coaching from a Territory Manager. Activities include explaining our value proposition to clients via Atlas CRM, upselling current clients on other...
Acrisure WI, USA
Allstate
12/07/2025  
Outside Insurance Sales Consultant
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 Empower Possibility. Protect What Matters. Build a Career You’re Proud Of. As an Allstate Sales Consultant, you’ll do more than sell insurance — you’ll help customers protect what matters most while building a career with purpose, backed by a Fortune 100 brand. In this role, you’ll play a key role in driving local sales growth through proactive prospecting, lead generation, networking, and relationship building within your community and surrounding areas. Y ou’ll identify gaps in home and auto insurance plans,...
Allstate WI, USA Full Time
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, USA Full Time
R&R Insurance
01/19/2026  
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, USA Full Time
Nationwide
03/02/2026  
Sales Assistant - Mid Market 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 position is responsible for handling basic to complex telephone/email/chat/fax inquiries from internal and external customers in an efficient, professional, and accurate manner. Provides customers with product knowledge and resolves customers concerns. Utilize functional expertise and knowledge of the business to support, develop and lead new initiatives, and maximize growth and profitability of the business. Key Responsibilities: • Provides support for customers by handling inquiries via...
Nationwide Milwaukee, WI, USA Full Time
Nationwide
02/20/2026  
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, USA Full Time
Cottingham & Butler
01/08/2026  
Sales Leader - Wholesale Sales Manager
Job Title: Benefit Services Sales Manager Reports To:  Executive Vice President, Benefit Services Position Summary: As our Benefit Services Sales Manager, you’ll lead a high‑performing team that sells an integrated solution—SISCO(medical TPA), HealthCheck360 (wellness & advocacy), medical management, and BCC (HRIS/consolidated billing). Your charter: grow a sales team, build broker relationships coast‑to‑coast, win complex business and scale a connected platform that lowers claims cost, boosts engagement, and simplifies administration. You’ll hire, coach, and elevate sales executives, set strategy, and partner with executive leadership on product and marketing to accelerate new business and retention. Essential Functions: Supervise all sales executives, including setting activity metrics, holding regular sales meetings, and ensuring that the sales team has the necessary resources to succeed. Accompany sales executives on calls as necessary to close business....
Cottingham & Butler Dubuque, IA, USA
Cottingham & Butler
08/26/2025  
2026 Summer Sales Intern
Cottingham & Butler is the 3rd largest privately and independently held insurance brokerage firm. Simply put, we are professional buyers of insurance. As we continue to grow, Cottingham & Butler is actively looking for ambitious and driven sales-minded individuals for our 2026 Summer Sales Internship Program. What You’ll Do: As a Sales Intern, you will be immersed in various aspects of the sales process, gaining hands-on experience and developing essential skills. Your responsibilities will include: Cold Calling Prospects: Learn to effectively cold call potential clients, introducing them to our services and identifying their insurance needs. Client Meetings: Travel to client meetings with experienced sales professionals, observing and participating in discussions to understand client requirements and how to address them. Industry Knowledge: Dive into industry knowledge by researching market trends, competitor activities, and emerging opportunities. This...
Cottingham & Butler Dubuque, IA, USA
Cottingham & Butler
08/15/2025  
Entry Level Sales Executive
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 Dubuque, IA, USA

 

  • 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