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How We're Different

R&R Insurance's number one investment is its people. Better employees mean better service to our clients.

From industry veteran to recent graduate, R&R Insurance is looking for the top professionals in Commercial Property & Casualty, Employee Benefits, Personal Lines, and Wealth Management.

What it Means to be Independent

R&R Insurance is one of the largest family-owned independent insurance agencies in the United States with strong regional, national, and global relationships. We aim to honor the company's proud history and continue to foster a family-friendly culture. 

Headquartered in Waukesha, Wisconsin we house additional offices throughout the Midwest with a growing presence throughout the United States. In an industry awash with mergers and acquisitions, R&R's financials have remained strong with our flag firmly staked into the communities we serve. We are not for sale and have our eyes set on continued growth. 

Independence means a lot to R&R, but to many employees it could be as simple as not having to go through 5 layers of red tape to get a notebook. We encourage innovative thinking and creativity and never set up barriers to stifle new ideas.

What We Do
  • We are the Knowledge Brokers™ and emphasize education for both clients and employees. We don't expect you to know it all on day one and will happily invest to get you to a level where you can confidently advise our customers.

  • Work as a team to solve a myriad of challenges advocating for our policyholders. 

  • Specialize in an industry-focused niche by joining one of our many internal practice groups. 

Ripp, David (2)-1

“R&R Insurance provided me with the tools I need to succeed in building a book of business. The flexibility in my schedule and excellent work life balance have solidified what a great company R&R is to work for.” - David Ripp


Sherfinski, Shay

“It’s just been a collective good experience at R&R and I think that’s important. When you go someplace and are part of a team you want every day to feel like a good experience, and that’s what I feel being at R&R.” - Shay Sherfinski

Award Winning Culture

  • A 37.5 hour work week

  • Dress-For-Your-Day dress code policy
  • Being a family-owned agency we understand and provide for a family-friendly culture offering a number of flexible work options

  • R&R is committed to building diverse teams where differences enhance our understanding and where everyone experiences a sense of belonging

  • We are proud to be the recipient of a host of awards from numerous organizations with recognition ranging from Best Place to Work to Business of the Year

Exceptional Benefits

  • Profit sharing, perk programs with local companies, health insurance, dental insurance, vision insurance, 401k, life insurance, and additional voluntary options
  • We offer meaningful work opportunities, phenomenal pay, and a long list of benefits in an environment that recognizes the need for work/life balance

  • Since its inception, R&R Insurance has maintained a steady growth trajectory and deploys incentives to attract and retain the best talent in the industry
Fugate, Olivia (1)

“Promoted from within after only a year of service, R&R has given me the chance to push my career into an exciting direction. The culture, great employee benefits, it's all a  perfect fit.” - Olivia Fugate


Ron Fontaine

“It doesn’t feel like the daily grind when I'm at R&R. Honestly, it feels like I’m coming in to hang out with my buddies.” - Ron Fontaine

Agency Recognition

We are proud to be recognized by local and national industry leaders for the quality work of our employees. 

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Diversity & Inclusion

R&R Insurance supports and encourages a diverse and inclusive workforce. We believe that a diverse workforce benefits not just R&R Insurance, but all of our associates and clients as well.