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

Driving Safety Tips as Daylight Savings Ends

Posted: November 16, 2024

Fall and the end of daylight savings time is upon us once again. As the clocks are turned back an hour, you can expect your normal sleeping patterns to be disrupted for about a week before they return to normal, as the amount of sunlight in a day is less. Driving to work or around town could be just that much more challenging. Here are some...

5 Steps to Protect Your Home from Carbon Monoxide

Posted: November 2, 2024

Carbon monoxide (CO) is a colorless, odorless, and tasteless gas produced when any carbon-based substance is burned to create heat or energy. If inhaled in small quantities, carbon monoxide causes dizziness, weakness, headaches, vomiting, and chest pain. When inhaled in more significant amounts, the gas is fatal for children and adults. If a person is asleep or intoxicated when they begin to breathe carbon monoxide,...

Your Guide to Purchasing a Home Security System

Posted: October 16, 2024

In today’s world, home security has become a top priority for homeowners looking to protect their property and loved ones. With burglaries and home invasions a constant concern, investing in a reliable home security system can provide invaluable peace of mind. Beyond deterring potential intruders, modern security systems offer many benefits, from protecting your home to integrating with smart technology for added convenience. Types of...

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Recent News & Updates

Driving Safety Tips as Daylight Savings Ends

5 Steps to Protect Your Home from Carbon Monoxide

Your Guide to Purchasing a Home Security System