Now hiring

Employee Benefits Sales Executive @ RRI

Waukesha, Wisconsin, USOnsiteFull-time
Apply with ResuMinder

Opens on the employer's site

About this role

Build Your Book. Grow Your Career. Do It with the Right Team Behind You.

Ready to take your sales career to the next level? Whether you're an experienced Employee Benefits producer or a successful sales professional looking to break into the industry, R&R Insurance Services offers the independence, resources, and support to help you succeed.

We're looking for a motivated, relationship-driven Employee Benefits Sales Executive who wants to build a successful book of business while helping employers make smarter decisions about their employee benefits programs. At R&R, you'll have the freedom to pursue opportunities, the backing of an experienced team, and the ability to build a long-term career with one of the Midwest's leading independent insurance agencies.

What You'll Do

  • Build Your Business: Develop and grow a profitable Employee Benefits book of business through strategic prospecting, networking, referrals, and relationship-building.
  • Become a Trusted Advisor: Partner with business owners, HR professionals, and executive leaders to understand their challenges and deliver meaningful benefits solutions.
  • Deliver Solutions That Matter: Help employers navigate healthcare costs, benefit plan design, employee engagement, and evolving workforce needs.
  • Drive New Opportunities: Identify prospects, develop strategic sales plans, and turn conversations into lasting client relationships.
  • Leverage the Power of a Team: Collaborate with experienced account management, consulting, and analytics professionals to deliver exceptional client solutions and service.
  • Make an Impact: Represent R&R in the community, build your professional network, and establish yourself as a trusted resource in the Employee Benefits marketplace.

What You'll Bring

  • Proven success in sales, business development, or relationship management, preferably within Employee Benefits, insurance, or a related industry.
  • A passion for developing new business and building long-term client relationships.
  • A consultative sales approach with the confidence to engage business owners and executive decision-makers.
  • Strong communication, presentation, and negotiation skills.
  • An entrepreneurial mindset, self-motivation, and the drive to achieve ambitious goals.
  • The ability to collaborate with internal teams while independently managing your sales pipeline.
  • An active Life & Health insurance license or willingness to obtain one.

Why Join R&R?

  • Fiercely Independent: Family-led since 1975, R&R remains independently owned. No private equity ownership, no Wall Street pressure. Just a long-term commitment to our clients, employees, and communities.
  • Real Support. Real Resources: Our experienced service, consulting, and analytics teams are here to support you, allowing you to spend more time developing relationships, advising clients, and growing your business.
  • The Freedom to Succeed: Build your business with the flexibility, resources, and support of a leading independent agency, without the layers of bureaucracy that can slow you down.
  • Uncapped Earning Potential: Competitive base salary plus commission, with the opportunity to build significant long-term earning potential.
  • Strong Carrier Relationships: Access to leading national and regional carriers, innovative solutions, and the expertise to compete for business of all sizes.
  • Invested in Your Growth: Professional development, mentorship, and ongoing investment in the tools and resources that help our sales professionals succeed.
  • Built for the Long Run: Join an established, growing organization where decisions are made locally, relationships matter, and your success is our success.

About R&R Insurance

Since 1975, R&R Insurance has built its reputation on relationships, expertise, and a commitment to doing what's right for our clients. As one of the Midwest's leading independent insurance agencies, we combine the resources and market access of a large brokerage with the personal attention, agility, and local decision-making of an independent organization.

Our mission is simple

Deliver peace of mind through service, integrity, and expertise.

Ready to build something great? Join the Knowledge Broker Team at R&R Insurance.

Skills

SalesBusiness DevelopmentRelationship ManagementNegotiationPresentationlife and health insurance license

Ready to apply?

Install the ResuMinder extension and we'll auto-fill the application in seconds — no rewriting.

See how your CV scores