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Meet Our Staff

The best part of Bennett Insurance Group is our people.

Mike and Debbie Bennett, owners of Bennett Insurance Group

Owners

Mike & Debbie Bennett

Mike and Debbie Bennett founded Bennett Insurance Group with a vision to provide personalized, family-focused insurance service to the Columbia, KY community and beyond. With decades of experience and a genuine passion for helping people, they have built an agency that truly cares about every client.

Their commitment to service is reflected in every interaction — from the warm atmosphere of their office to their willingness to meet clients wherever is most convenient.

Our Service Team

Dedicated professionals ready to help with all your insurance needs

Bennett Insurance Group office service team – 2026
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Cherita Wright

Customer Service Agent

Cherita is your first point of contact, ready to assist with questions and connect you with the right resources.

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Sherry Burris

Life, Health, & Medicare

Sherry specializes in life insurance, health plans, and Medicare options to help you find the right coverage.

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Karen Page

Auto, Home, & Commercial

Karen handles auto, home, and commercial insurance needs with expertise and attention to detail.

Family Owned & Operated

The Whole Bennett Family

Mike & Debbie Bennett
Brandon & Danielle Bennett
Brinkson, Allari, & Beckham Bennett

We are a family owned and operated agency offering insurance coverage to all ages for all types of needs. YOUR needs are our focus. One of few places where an actual live person answers the phone.

The Bennett family – owners of Bennett Insurance Group

Come see us in person!

We love our customers, so feel free to visit during normal business hours.

4295 Burkesville Rd, Columbia, Kentucky 42728

Mon–Fri: 8:00 AM – 4:30 PM CST

After hours: By appointment