Insurance Sales Representative Job at R&R Insurance Services Inc., Waukesha County, WI

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  • R&R Insurance Services Inc.
  • Waukesha County, WI

Job Description

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!

Job Tags

Base plus commission, Local area,

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