Cliff Insurance Agency, Inc

Madison, WI · Insurance agency

Rating
4.9/5
★★★★★ 4.9
Reviews
20
Rank in Madison
#5
of 75 insurance agents
City Percentile
68%
rating percentile
Address
Cliff Insurance Agency, Inc, 2009 W Beltline Hwy Ste 100, Madison, WI 53713
Phone
(608) 203-8585
Website
www.cliffinsurance.com

Cliff Insurance Agency, Inc is an insurance agent located in Madison, WI. It is one of 75 insurance agents listed in Madison. Its 4.9-star rating is above the Madison city average of 4.4 stars. It ranks #5 among Madison insurance agents by combined rating and review volume. There are 3 photos associated with this location.

About Cliff Insurance Agency, Inc

Dennis Cliff purchased the former Wilson-Boylan Agency in 2003, bringing his ten years of experience as a direct writer for Met Life. Cliff Insurance Agency, which is based in Middleton, Wisconsin and serves the Madison area, is built on a 50... More

Customer Reviews

★★★★★ 5.0 Peter March · Feb 2026

Cliff Insurance Agency was able to find me the best rates on my home, auto, boat and umbrella and have been so easy to work with. Both Nick Eifert and Nashra Nisha have been very responsive anytime I reach out with a question or need a change to my policy. Highly recommend!

★★★★★ 5.0 Marietta Lewis · Feb 2026

Kayla was truly a joy to work with. She was very prompt and consistently kept me informed throughout the entire process, clearly explaining each step and what to expect next. I especially appreciated how efficiently she broke down the quotes and estimates—it made everything easy to understand and stress-free. Overall, the experience was smooth and genuinely pleasant. I’m very happy to be insured through Action Insurance and grateful for Kayla’s outstanding service.

★★★★★ 5.0 Alexander Shackley · Feb 2026

Brad Flory at Cliff Insurance is awesome! Super knowledgeable and incredibly responsive. As first time homebuyers, he made the insurance process simple, quick, and stress-free for my wife and I. Plus, he saved us a ton on a home and auto bundle! Couldn't recommend him more. Thanks Brad!

★★★★★ 5.0 Gabriel Matthews · Mar 2026

Brad was incredibly helpful getting my SR-22 filed. He walked me through the process, answered all my questions, and made everything fast and stress-free. If you need SR-22 insurance, Brad is the guy to talk to. Highly recommend.

★★★★★ 5.0 Selen B. · Jan 2026

Our current insurance went up so much, so we decided to get a quote from Cliff Insurance. Butch went beyond our expectations and saved us $1500 by switching the companies. He answered our questions patiently, and the whole process went very smoothly! Thank you very much, Butch! If you need a reliable, responsive, an honest agent, Butch is your guy!

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Parking Lot

Services

Insurance agencyAuto insurance agencyHome insurance agencyLife insurance agencyMotorcycle insurance agency

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This listing is informational. Contact the business directly to verify credentials, services, and availability.