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Progressive Insurance

We Represent Progressive Insurance.


Cliff Insurance Agency is an authorized agency and one of the largest sellers of Progressive Insurance in Wisconsin, offering the full range of Progressive Insurance products in the Middleton, Madison, Verona, Sun Prairie, McFarland, Mt. Horeb, Cross Plains, Monona, Maple Grove, Cottage Grove, Deerfield, and Mazomanie, Wisconsin area.

We work with Progressive Insurance to improve your policy options, with affordable and outstanding coverages along with innovative savings solutions, including the Progressive Snapshot. Coverages encompass:

  • Car Insurance
  • Mobile home Insurance
  • Motorcycle Insurance
  • ATV Insurance
  • Snowmobile Insurance
  • Boat Insurance
  • RV Insurance
  • Commercial Auto Insurance
  • Contact an Expert

The Progressive Snapshot is a device that plugs into your car and monitors your driving habits. You save money if you drive fewer miles in safer ways at safer times. Depending on your driving habits, you could save up to 30% off your Progressive Insurance premium.

Find Progressive Insurance and innovative solutions at Cliff Insurance.

For more than five decades, Cliff Insurance Agency has been dedicated to serving Wisconsin residents with the best in insurance products and advice. We’d like an opportunity to show you how we can help serve you. Please give us a call at 1-800-270-5101 to discuss your insurance options. Or, if you prefer email us or complete and return the form above.


  • ATV Insurance
  • Authorized Agent
  • Auto
  • Boat
  • Condo Associations
  • Snapshot