Recommended elite-level agency with higher expertise to match insurance coverage. Recommended Local Agency
Cliff Insurance Agency, Inc.
  • Business
  • Home
  • Auto
  • Life

Cliff Insurance Agency, Inc.

Independent Insurance Agent in Middleton, WI

About us

Don't let the high price of insurance drive you off a cliff! Call us today.

Welcome to Cliff Insurance Agency, your home for traditional quality and integrity.

Since 1967, we have been dedicated to serving Wisconsin residents and businesses with the best in insurance products and advice. We'd like to count you among our valued clients for auto insurance, homeowners insurance, life insurance, umbrella insurance and business insurance. When you choose Cliff Insurance Agency in Madison, WI, you can expect the highest level of quality insurance provided at an affordable price. From boat to boat to car insurance, we have just the right coverage provided at the best prices.

We are an independent insurance company with access to competitive quotes from many different insurance companies. This allows us to offer the very best rates for our customers.

Personal Lines insurance professionals

Ask me about these types of insurance...

Having the right car insurance is so important, even more important is understanding all the ins and outs of your coverage to help protect you.

Request an automobile insurance quote

Get multiple quotes on your homeowners insurance with one phone call. Let an independent agent shop for you.

Request a homeowners insurance quote

An independent insurance agent will walk you through top umbrella policy options to make sure you have the proper coverage to tackle above and beyond claims.

Request an umbrella insurance quote

Our independent insurance agents will find you the right insurance for your farm that covers everything you need.

Request a farm insurance quote

Why choose Cliff Insurance Agency, Inc.

States we serve

  • Wisconsin

Our insurance coverages

Personal insurance coverage

  • ATV
  • Automobile
  • Boat
  • Builders Risk / Construction
  • Collectible Auto
  • Condo
  • Earthquake
  • Farm
  • Flood
  • Health
  • Home
  • Identity Fraud
  • Landlord
  • Mobile Home
  • Motorcycle
  • Other
  • Personal Watercraft
  • Pet
  • RV / Motorhome
  • Renters
  • Short-Term / Sharing
  • Snowmobile
  • Special Event
  • Travel Trailer
  • Umbrella
  • Vacant Land
  • Valuable Items

Business insurance coverage

  • Builders Risk
  • Business Owners Package (BOP)
  • Business Vehicle
  • Contractors Equipment
  • Employment Practices Liability
  • Errors & Omissions
  • General Liability
  • Inland Marine
  • Other
  • Professional Liability
  • Property
  • Umbrella / Excess
  • Workers' Compensation

Life & Annuties coverage

  • Life

Recommended insurance company partners

Other companies we work with:

Dairyland Insurance Company, Encompass, Grange Insurance, Hastings Mutual, Integrity Insurance Company, Kemper Independence, Madison Mutual Insurance Company, RPS, Vindati, Wadena Insurance Company, Wisconsin Mutual Insurance Company

Cliff Insurance Agency, Inc. Team

Dennis Cliff
Dennis Cliff
Nick Eifert
Nick Eifert
Karen Barger
Karen Barger
Brad Flory
Brad Flory
Debby Ninmann
Debby Ninmann
Jae Choe
Jae Choe

Cliff Insurance Agency, Inc. Reviews

Average based on 6 reviews Leave a review

Customer Reviews

March 10, 2023

Great,and professional Thank you Mariah Sherry

April 7, 2022

Jacob has done a nice job handling all our insurance needs.

November 19, 2019

Cole was my agent and he helped me saving money on auto insurance.

November 19, 2019

They have your best interest in mind!

November 19, 2019

We have been with Cliff Insurance for over 10 years now. They are simply the best!!

November 19, 2019

I was referred to Cliff Insurance and, specifically, to Brad Flory. i don't normally write reviews, but feel compelled to do so with Brad, as he is just exceptional. He listened attentively to my needs, responded quickly, and quite simply went above and beyond in providing customer service. I feel so lucky to have found someone so experienced and easy to work with. He is the best, and I couldn't recommend him more highly.


Cliff Insurance Agency, Inc.

Don't let the high price of insurance drive you off a cliff! Call us today.

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