Insurance Jobs 2026 (Now Hiring) – Smart Auto Apply

We know that finding the right role is a two-way street - sometimes, the right opportunity just hasn't been posted yet. If you're passionate about what you do, curious about a career with one of Wisconsin's largest independent insurance agencies, and think R&R could be the place for you, we encourage you to apply here.

This general application is for individuals who don't see a specific opening that fits their experience right now, but want to be considered for future opportunities across any of our teams - including:

• Client Services (Personal, Commercial, Employee Benefits, or Wealth Management)
• Sales & Business Development
• Marketing & Communications
• HR & Talent Acquisition
• Finance & Accounting
• Administrative Support
• Claims, Risk Management & Safety
• Technology & Systems Support

Whether you're experienced in the insurance industry or just starting your career journey, we believe the right fit starts with the right people.

WHY JOIN US

• R&R is one of the largest independently owned insurance agencies in the Midwest, serving the region since 1975
• Family-led leadership and a collaborative, award-winning team environment
• Elite access to top national and regional carriers, empowering you to deliver the best solutions for clients
• Competitive salary, full benefits (Medical, Dental, Vision, Life, Disability), and wellness perks
• Career development programs and a culture of innovation, accountability, and performance
• A company guided by strong core values: respect, trust, customer focus, and continuous growth
• Reinvestment in people and tools to help you succeed and grow your career
• And yes, amazing coffee, flavored water, and endless popcorn

If you're interested in learning more about potential opportunities at R&R, submit your resume here and tell us a bit about what you're looking for. We'll keep your information on file and reach out when a position aligns with your experience and interests.

We're always looking for great people to grow with us. Let's start the conversation.