Meet Our Staff
The best part of Bennett Insurance Group is our people.
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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

Cherita Wright
Customer Service Agent
Cherita is your first point of contact, ready to assist with questions and connect you with the right resources.
Sherry Burris
Life, Health, & Medicare
Sherry specializes in life insurance, health plans, and Medicare options to help you find the right coverage.
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.

Come see us in person!
We love our customers, so feel free to visit during normal business hours.
Mon–Fri: 8:00 AM – 4:30 PM CST
After hours: By appointment
