Employee Benefits Sales Executive

R&R Insurance Services Inc.Waukesha, WI
Onsite

About The Position

The Employee Benefits Sales Executive will build and grow a profitable Employee Benefits book of business through consultative, relationship-based selling. This role involves developing trusted advisor relationships with business owners, HR leaders, and executive decision-makers. The executive will prospect strategically through networking, referrals, centers of influence, and targeted outreach, delivering customized benefit strategies across various lines including medical, dental, vision, life, disability, and ancillary products. Key responsibilities include leading client conversations around plan design, cost containment, compliance, and employee engagement, as well as collaborating with internal service, analytics, and consulting teams to ensure a high-touch client experience. The role requires representing R&R in the marketplace as a knowledgeable and credible Employee Benefits expert.

Requirements

  • 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

Responsibilities

  • 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

Benefits

  • Competitive base salary plus commission
  • Experienced service and consulting teams handle the day-to-day
  • Broad carrier relationships and resources
  • Mentorship, collaboration, and career paths
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service