Cliff Insurance Agency, Inc is a next generation insurance provider, serving the needs of businesses and individuals in Madison, WI, Middleton, WI and the surrounding area. When you need auto insurance, homeowners insurance, renters insurance, motorcycle insurance, business insurance, and many others, we find the most competitively priced solutions for you.

Since 1956, we’ve provided trusted advice and insurance options from a wide variety of popular carriers such as Progressive Insurance and Allstate. Our unwavering commitment to serve you with the utmost integrity make us the simple choice for all of your insurance needs.

At Cliff Insurance Agency, Inc, each client is treated as a unique case. Our approach to finding the best coverage for you is never ‘cookie-cutter’. You can expect the absolute best from us whether you are looking for help with auto insurance or any of the other lines you see on our website. We have grown 300% in nine years as a result of our expertise and personalized approach. Referrals from happy clients drive our growth. We choose from a wide menu of options to ensure you have the best coverage for the best price.

At Cliff Insurance Agency, Inc, your phone calls will be answered by a real, live person during our business hours—no phone system, no scripts, just a friendly staff prepared to answer all of your insurance questions. See what a difference great solutions and superior service can make! We’re here to help. – Dennis Cliff

Spring Showers: Why You Need Personal Umbrella Insurance

Posted: April 16, 2024

Personal umbrella insurance is an additional layer of liability coverage that goes beyond the limits of your standard home or auto insurance policy. It provides extra protection if you are sued for damages exceeding the limits of your primary insurance policies. Here's why you should consider adding a personal umbrella policy to your insurance portfolio: Protection Against Liability Risks Spring brings blooming flowers and unpredictable...

Planning A Remodel? Insurance Tips to Keep in Mind

Posted: April 1, 2024

Are you considering a home remodel? Whether you're updating your kitchen, adding an extra room, or renovating your entire house, it's essential to consider how these changes can impact your insurance coverage. As April marks National Rebuilding Month, it's the perfect time for a few insurance tips for planning your next project. Understanding Personal Insurance and Home Remodels When it comes to home renovations, it's...

How Does Your Credit Score Affect Auto Insurance Rates?

Posted: March 16, 2024

As we observe National Credit Education Month, it’s crucial to delve into the various aspects of our lives influenced by credit scores. One often overlooked area is how credit scores can impact auto insurance rates. Understanding this connection is essential for informed decision-making and financial planning. The Link Between Credit Scores and Auto Insurance Rates Your credit score serves as a key factor for insurance...

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Spring Showers: Why You Need Personal Umbrella Insurance

Planning A Remodel? Insurance Tips to Keep in Mind

How Does Your Credit Score Affect Auto Insurance Rates?