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50+ Years
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Your Trusted Insurance Partner in Waukesha
R&R Insurance Services has served the Midwest since 1975 as an independently owned agency specializing in tailored insurance solutions. Our team works closely with clients to match them with coverage from top-rated national and regional carriers. Headquartered in Waukesha, WI, we have expanded to serve communities across Wisconsin through three office locations. Recognized with industry accolades including Small Business of the Year and placement among Insurance Journal's Top 100 Independent Agencies, we combine market access with personalized service. Our focus spans business, personal, and employee benefits insurance, emphasizing risk management and client education.

Backed by decades of experience, we maintain strong relationships with 15+ partner insurance companies to deliver competitive pricing and comprehensive protection. Our commitment to excellence extends to specialized programs like WellCompForLife for workers' compensation reduction and cyber insurance solutions for emerging threats. As an award-winning agency, we prioritize reinvestment in growth, career development, and innovative service delivery.
Services
Business Insurance Workers Compensation General Liability Commercial Cyber Insurance Personal Umbrella Medicare Solutions Surety Bonds Cyber Liability Employee Benefits Business Succession Planning
Details
  • Year established: 1975
Highlights and features
  • We provide expert insurance solutions developed through 40+ years serving Midwest businesses and families
  • Our team offers specialized expertise in complex risk management and coverage strategies
  • We maintain strong industry relationships providing access to exclusive market products
  • Our award-winning client service includes personalized policy reviews and claims advocacy
  • Our cyber insurance specialists help protect against emerging digital threats
What people say
Excellent customer service Knowledgeable staff Competitive rates Prompt claims processing Personalized solutions
Services
Business Insurance
Comprehensive business insurance solutions protect companies from operational risks that could impact profitability. Our specialists help safeguard assets through customized commercial property, liability, and specialty coverage options. We work with businesses of all sizes to create cost-effective protection strategies that address industry-specific exposures while maintaining compliance with regulatory requirements.
Cyber Liability
Our cyber liability insurance programs help businesses mitigate risks from digital threats and data breaches. We provide coverage for network security failures, business interruption losses, and regulatory fines. Our experts develop tailored protection plans that include incident response resources and risk management training to help prevent cyber attacks and minimize their business impact.
Workers Compensation
Specialized workers' compensation insurance protects businesses against costs related to workplace injuries and illnesses. Our solutions include loss control programs and return-to-work initiatives that help reduce claims frequency and premium costs. We serve diverse industries with customized coverage that meets state requirements while protecting both employees and employers.
Personal Umbrella
Our personal umbrella insurance provides additional liability protection beyond standard policy limits. Available in $1 million increments up to $50 million, these policies protect personal assets against catastrophic claims from accidents or lawsuits. The coverage extends across multiple underlying policies for comprehensive protection against major financial losses.
Medicare Solutions
We offer expert guidance on Medicare enrollment and supplemental coverage options. Our specialists help clients navigate Original Medicare, Advantage plans, Part D prescriptions, and Medigap policies. We provide personalized consultations that consider existing health conditions, anticipated medical needs, and budgetary constraints to help clients make informed coverage decisions.
People
Ken Riesch
Founder
Ken Riesch established R&R Insurance Services in 1975 and built it into one of the Midwest's largest independent agencies. His vision continues to shape our growth, emphasizing personalized service and comprehensive insurance solutions tailored to client needs.
Liz Johnson
Medicare Benefits Specialist
Liz Johnson MBA leads our Medicare division, helping clients navigate healthcare options during retirement transitions. With specialized expertise in Medicare Parts A through D, she provides personalized consultations that consider individual health needs and financial circumstances.
Questions
What insurance products does R&R offer?
We provide business insurance, workers compensation, general liability, cyber insurance, personal insurance, Medicare solutions, surety bonds, and employee benefits packages.
Do you serve clients outside Wisconsin?
While headquartered in Wisconsin, we serve clients across the Midwest through our established carrier partnerships and licensing arrangements.
How can I get a policy review?
Contact our Waukesha office at 800-566-7007 to schedule a comprehensive policy review with one of our licensed agents.
What risk management resources are available?
We offer cyber risk assessments, workers' compensation MOD management, and business continuity planning services to mitigate potential losses.
Are there specialized programs for high-net-worth individuals?
Yes, our Private Client Division offers tailored coverage for luxury properties, valuable collections, and high-limit liability protection.
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Reviews (7)
Chuck Wahlen
May 16, 2022 Report
Jeff and the team at R&R take great care of us and are proactive about ensuring we have the right insurance in place for all of our needs and that are costs are kept as low as possible. I could not recommend them more highly.
Jen Rauch
May 14, 2022 Report
Jeff was knowledgeable and helpful when we picked new insurance moving to Wisconsin from another state. He was easy to get in touch with when we needed him and it was a breeze setting everything up.
Bob Scherer
Nov 27, 2021 Report
I been with R&R for about 14 years. They are wonderful and handle all my Wisconsin related insurance on my homes and autos.
Jeff I.
Nov 20, 2021 Report
We have worked with R&R for more than 10 years now. While we have not consistently worked with the same agent for all of those years the level of service has not changed. It is nice to be able to call in and get in touch with someone who already knows your current line and insurance needs. We recently needed to change to a different home insurance policy due to relocation and we were able to find the coverage we needed that didn't completely break the budget. It's nice to have a resource that will shop around for you!
Jeffrey Hansen
Jun 24, 2021 Report
We have used R&R Insuran e for several years and we have always been completely satisfied with the service that has been provided. Even during a challenging period in 2011-2012 when we had two unfortunate at fault accidents, our agent Debbie Roth worked through it with us. You won't go wrong when you engage R&R Insurnce and Debbie Roth for your insurance needs.
Richard Woosencraft
May 30, 2021 Report
R&R has been so helpful. Our house, cars and boat insurance is through R&R and they have always gone above and beyond what you would expect. Our customer service agent Kimberly Quinlan, has been exceptional.
Tim L.
Apr 29, 2021 Report
We have been with R&R for 30+ years. They consistently do an outstanding job in giving us good service at the lowest possible cost. Recently we started a business and needed insurance. They found a way to bundle it with our other policies to give us the lowest cost. They also have excellent follow-through and are pleasant to deal with. Since they are an independent, we do NOT feel that they are biased toward a specific insurance company or policy which would give them the best profit at our expense. We recommend them to both families and small businesses.