Employee Benefits Sales Executive
R&R Insurance ServicesWest Bend, WI
Automate your job search with Sonara.
Submit 10x as many applications with less effort than one manual application.1
Reclaim your time by letting our AI handle the grunt work of job searching.
We continuously scan millions of openings to find your top matches.

Overview
Schedule
Full-time
Career level
Senior-level
Benefits
Health Insurance
Dental Insurance
Vision Insurance
Job Description
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 benefit concepts in a clear, confident, and credible way
- Entrepreneurial mindset with the discipline to build and manage a long-term book of business
- Proven ability to prospect, influence, and close while maintaining trust and integrity
- Active Life & Health insurance license required
Why Join R&R?
- True Independence: One of the largest independently owned agencies in the Midwest, family-led since 1975
- Real Sales Support: Experienced service and consulting teams handle the day-to-day, freeing you up to do what you do best-build relationships and grow revenue.
- Elite Market Access: Broad carrier relationships and resources that elevate your credibility in the market
- Uncapped Earning Potential: Competitive base salary plus commission, with earnings driven by your success
- Stability You Can Build On: Long-term thinking, consistent leadership, and reinvestment in people and tools
- Award-Winning Culture: Recognized as a Top 100 Independent Agency, Milwaukee Journal Sentinel's Best Places to Work and Healthiest Employer
- Growth-Focused Environment: Mentorship, collaboration, and career paths that support experienced producers
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 start your next chapter with an agency built for the long run.
Apply today.
Automate your job search with Sonara.
Submit 10x as many applications with less effort than one manual application.

FAQs About Employee Benefits Sales Executive Jobs at R&R Insurance Services
What is the work location for this position at R&R Insurance Services?
This job at R&R Insurance Services is located in West Bend, WI, according to the details provided by the employer. Some roles may also include multiple work locations depending on the requirement.
What pay range can candidates expect for this role at R&R Insurance Services?
Employer has not shared pay details for this role.
What employment applies to this position at R&R Insurance Services?
R&R Insurance Services lists this role as a Full-time position.
What experience level is required for this role at R&R Insurance Services?
R&R Insurance Services is looking for a candidate with "Senior-level" experience level.
What is the process to apply for this position at R&R Insurance Services?
You can apply for this role at R&R Insurance Services either through Sonara's automated application system, which helps you submit applications 10X faster with minimal effort, or by applying manually using the direct link on the job page.