Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Insurance Sales Executive

Wausau Insurance

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 delivery.
  • Represent R&R in the community as a trusted expert, enhancing the agency's reputation and impact.

What sets you apart:

  • Proven track record in sales, business development, or client relationship roles, with a focus on exceeding targets.
  • Entrepreneurial mindset, high self-motivation, and drive to succeed.
  • Strong communication, presentation, and negotiation skills that enable you to build rapport and influence key decision-makers.
  • Ability to foster trust and create lasting relationships with clients from all walks of life.
  • Property & Casualty and/or Life & Health license preferred (or willingness to obtain).

Why join R&R?

  • Join one of the largest independently owned agencies in the Midwest: proudly serving the region since 1975, with deep local roots and nationwide reach.
  • Family-led leadership & collaborative team: work within an award-winning environment that values innovation, accountability, and performance.
  • Elite access to top carriers: access to a range of top national and regional carriers, empowering you to offer the best solutions to clients.
  • Uncapped earning potential: base salary plus commission—your success directly impacts your income.
  • Comprehensive benefits: medical, dental, vision, 401(k) with match, wellness programs, and more.
  • Career development: ongoing mentorship and growth opportunities in a culture focused on continuous improvement.
  • Recognized excellence: we are a top 100 independent agency in the U.S. and a healthiest employer of the year.
  • Strong core values: respect, trust, customer focus, and continuous growth guide everything we do.
  • Investing in your success: reinvestment in the people, tools, and resources you need to succeed and advance in your career.

About R&R Insurance: R&R Insurance is proudly family-led, Midwest-rooted, and driven by a mission to deliver peace of mind through service, integrity, and expertise. Our award-winning team continues to grow because of our commitment to clients—and to each other. Join the knowledge broker team and take the next step in your career with R&R. Apply today!

Vacancy posted 1 day ago
Similar jobs that could be interesting for youBased on the Insurance Sales Executive in Waukesha, WI vacancy
  •  ...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—you’re invited to build a successful career... 
    Suggested
    Base plus commission
    Local area

    R&R Insurance Services Inc.

    Waukesha, WI
    5 days ago
  •  ...Trucordia Insurance Services, LLC is seeking an experienced insurance sales professional in Milwaukee, Wisconsin. The role emphasizes meeting annual sales goals and growing a robust book of business by leveraging Trucordia tools and marketing capabilities. The candidate... 
    Suggested

    Trucordia

    Milwaukee, WI
    2 days ago
  • $75k

     ...take charge of your earning potential? At Platinum Supplemental Insurance, we’re looking for motivated individuals ready to learn, grow,...  ...products and systems are your roadmap to becoming a top earner in sales. If you’re prepared to unlock your full potential, let us show... 
    Suggested
    Remote work
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    Waukesha, WI
    5 days ago
  • $70k - $100k

     ...Orkin Sales Inspector If you're great at sales, we've got the career for you. Are you a natural at connecting with people and closing...  ...that go beyond: ~ Medical, dental, vision, & life insurance ~401(k) with company match ~ Paid vacation, sick leave, and... 
    Suggested

    HomeTeam Pest Defense

    Waukesha, WI
    1 day ago
  • $75k

     ...take charge of your earning potential? At Platinum Supplemental Insurance, we’re looking for motivated individuals ready to learn, grow,...  ...products and systems are your roadmap to becoming a top earner in sales. If you’re prepared to unlock your full potential, let us show... 
    Suggested
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    River Hills, WI
    1 day ago
  •  ...Business Insurance Agent (Commercial Lines) – Wisconsin Farmers Insurance | Wisconsin Farmers Insurance is making a significant investment...  ...the state Qualifications 3+ years of commercial insurance sales experience Strong entrepreneurial mindset with a relationship-first... 
    Full time

    Farmers Insurance District 50

    Milwaukee, WI
    4 days ago
  •  ...leader. Protector of dreams. That's what makes an American Family Insurance Agent. It's a highly rewarding opportunity that allows you to...  ..., you'll be responsible for your agency's overall management, sales, and growth. You'll also hire your team and work with them to meet... 
    For contractors
    Local area

    Agency & Agent Staff

    New Berlin, WI
    2 days ago
  •  ...Platinum Supplemental Insurance in the United States is seeking motivated sales professionals ready to learn, grow, and thrive in a fast-paced environment. This commission-based role offers the chance to earn a strong income by meeting farmers and small business owners... 

    Platinum Supplemental Insurance

    Waukesha, WI
    1 day ago
  •  ...deserve someone to look after theirs. We help educators identify their financial goals and develop plans to achieve them. This includes insurance to protect what they have today and financial products to help them prepare for their future. Overview Join Horace Mann and Unlock... 
    Work at office

    ViziRecruiter

    Waukesha, WI
    2 days ago
  •  ...American Family Insurance Agency Staff is seeking motivated individuals for the role of Insurance Agent in New Berlin, Wisconsin. As an...  ...independent contractor, you will manage your agency, focusing on sales growth and strategic goals while providing exceptional service... 
    For contractors
    Local area

    American Family Insurance Agency Staff

    New Berlin, WI
    2 days ago
  •  ...leader. Protector of dreams. That's what makes an American Family Insurance Agent. It's a highly rewarding opportunity that allows you to...  ..., you'll be responsible for your agency's overall management, sales, and growth. You'll also hire your team and work with them to meet... 
    For contractors
    Local area

    Agency & Agent Staff

    Waukesha, WI
    5 days ago
  •  ...Platinum Supplemental Insurance, Inc. is seeking motivated sales professionals to join a commission-based team. Expect travel Monday through Thursday to meet with farmers and small business owners, building relationships and educating them about Platinum’s supplemental... 
    Monday to Thursday

    Platinum Supplemental Insurance

    Waukesha, WI
    1 day ago
  • $75k

     ...with virtual training; the program includes core business skills, sales, customer service, products and systems. Resources to help you...  ...people interested in building a profitable, multi‑line insurance agency. You’ll bring business or industry‑relevant experience,... 
    Work at office

    AAA-The Auto Club Group

    Waukesha, WI
    2 days ago
  • $170k

     ...TUNDRALAND  is now hiring in-home Sales Representatives, If you are a motivated, passionate, and determined individual then this opportunity...  ...are pre-qualified and confirmed ~ Medical, dental, and life insurance plans ~ Leadership development programs ~ The newest... 
    Full time
    Immediate start

    LeafHome

    Waukesha, WI
    3 days ago
  • $100k

     ...less time in the field and less time in the home. If you are a sales PROFESSIONAL ready to be paid for your talents apply now and come...  ...- Performance-based bonus opportunities - ICBA Contractors insurance offering Schedule: - Flexibility on a weekly basis -... 
    Full time
    For contractors
    Weekend work
    Day shift
    Afternoon shift

    LeafHome

    New Berlin, WI
    4 hours ago
  • $150k

     ...pay, and advancement to management roles? Leaf Home Water Solutions, a division of Leaf Home is looking to grow our team of Outside Sales Representatives TODAY! Why Work with Leaf Home Water Solutions? Working with Leaf Home Water Solutions is more than just another... 
    Weekly pay
    Full time
    Local area
    Work from home

    LeafHome

    New Berlin, WI
    3 days ago
  • $100k - $150k

     ...pay , and  advancement to management roles? Leaf Home Stairlift, a division of Leaf Home LLC is looking to grow our team of Outside Sales Representatives TODAY!  Why Work with Leaf Home Stairlift? Working with Leaf Home Stairlift is more than just another job - it... 
    Weekly pay
    Full time
    Work from home

    LeafHome

    New Berlin, WI
    3 days ago
  • $65k - $100k

     ...Life Insurance Position - State Farm Agent Team Member Joe Woelfle - State Farm Agent is seeking a qualified and empathetic professional...  ...and products to benefit clients and their families. Your sales experience equips you to continually grow your income as you provide... 
    For contractors
    Flexible hours

    Joe Woelfle - State Farm Agent

    Pewaukee, WI
    3 days ago
  •  ...exterior construction and restoration. Job Summary: The Field Sales Representative (FSR) is responsible for driving revenue through...  ...customer experiences from initial contact through contract execution. Success is measured through daily activity KPIs, revenue... 
    Contract work
    For contractors
    Work at office
    Local area
    Flexible hours

    Elite Construction Solutions

    Waukesha, WI
    1 day ago
  • $25 per hour

     ...WE ARE CURRENTLY HIRING FOR THE PEWAUKEE COSTCO LOCATION! Seeking positive, energetic, and sales-focused professionals who can be passionate brand ambassadors! This is a fantastic opportunity selling nutritional supplements made by Qunol and Zena. Websites are qunol... 
    Part time
    Currently hiring
    Shift work
    Weekend work

    Direct Demo

    Pewaukee, WI
    1 day ago
  •  ...A prominent automotive dealership in Waukesha is seeking a Sales Consultant to provide exceptional customer service and build lasting relationships. Responsibilities include greeting customers, demonstrating vehicle features, and closing sales. Candidates should possess... 

    Boucher Group

    Waukesha, WI
    3 days ago
  • $18 - $20 per hour

     ...enrichment you need to grow your career. Drive Sales. Build Impact. Shape the Future of Retail...  ...to optimize in store presentation and execute merchandising strategies that directly...  ...including medical, dental, vision, life insurance, supplemental voluntary plans, wellness... 
    Hourly pay

    Advantage Solutions

    Waukesha, WI
    5 days ago
  •  ...Farmer Brothers has an exciting opportunity for a Route Sales Representative . The Route Sales Representative is responsible for...  ...increasing products and categories sold at existing customers, executing pricing actions, and retaining current customers. Ensures... 
    Seasonal work

    Farmer Bros.

    Pewaukee, WI
    3 days ago
  • $60k

     ...Solutions is thrilled to invite a motivated and enthusiastic Sales Executive to become a part of our Commercial Business Solutions team! In...  ...and iPhone Paid time off (in addition to 9 paid holidays) 401k – 4% company match Health/Dental/Vision insurance #J-18808-Ljbffr... 
    Work at office

    City Wide

    Milwaukee, WI
    4 days ago
  •  ...Join me and my Wisconsin teammates as a Sales Executive! About the role LHH Recruitment Solutions, is a division of the Adecco Group, the...  ...how we will use your information, please navigate to Medical insurance Vision insurance Child care support 401(k) Paid maternity leave... 
    Permanent employment
    Temporary work
    Work experience placement
    Live in

    LHH

    Milwaukee, WI
    1 day ago
  • $100k

     ...services while engaging directly with your community? As an Outside Sales Representative at Spectrum, you will represent our trusted...  ...with little or no supervision * A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal... 
    Work experience placement
    Work at office
    Local area
    Visa sponsorship
    Weekend work
    Afternoon shift

    Spectrum Financial Services

    Pewaukee, WI
    5 days ago
  •  ...the champion for customer satisfaction by executing a "48-hour solution resolution" policy...  ...environment. What Success Looks Like: Sales Volumetry & Growth: Total monthly/...  ...Comprehensive Coverage: Medical, Dental, and Vision insurance to keep you and your family "weather-... 
    Local area
    Immediate start

    Drexel Building Supply

    New Berlin, WI
    4 hours ago
  •  ...Job Description Sales Specialists help customers bring their project ideas to life by offering a range of product options, providing samples, and recommending solutions-including installation and related services. Sales Specialists listen to customer needs, address... 
    Local area

    Home Depot

    Waukesha, WI
    5 days ago
  •  ...Master, your mission is to drive Administrative, Quoting, and Sales Support Excellence by working side-by-side with our sales and operations...  ...-Being Comprehensive Coverage: Medical, Dental, and Vision insurance to keep you and your family "weather-proof." Fitness... 
    Local area
    Immediate start

    Drexel Building Supply

    New Berlin, WI
    4 hours ago
  • $45.6k - $50k

     ...to thrive. What You’ll Do: As an Associate Account Executive , you’ll enter our comprehensive B2B Sales Training Program, designed to set you up for success...  ...Inferred from the description for this job Vision insurance 401(k) Medical insurance Paid maternity leave Paid... 
    Base plus commission
    Full time
    Local area

    Brooksource

    Milwaukee, WI
    1 day ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Insurance Sales Executive. Be the first to apply!