Insurance Sales Executive

Insurance Sales Executive Job Details Posting Details Posted on March 12, 2026 LocationsShowing 1 location Waukesha Office N14W23900 Stoneridge Dr Waukesha, WI 53188, USA +2 more locations On-site Sales Full-Time Requisition #: INSUR001625 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