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Chad Bales

Vice President, Insurance Advisor

540-662-9068 x 105

Chad joined the Winchester Group as a Partner in Jan. of 2004. He has over 20 years of experience in insurance sales and consulting. Throughout his career he has served on various industry advisory councils for both Life and Health and Property and Casualty insurers.

Chad has been part of the Winchester community since 1996. He is a graduate of James Madison University where he earned a BBA degree. Chad has achieved the Certified Insurance Counselor designation and has earned a certificate in General Insurance Studies.

Chad works primarily with corporate clients specializing in commercial insurance and employee benefits. He also provides life insurance solutions to his clients including Individual Life, Key Man Life, Buy Sell Funding, Disability Income, and Long Term Care Policies.


Personal Quote

"We enjoy special relationships with our clients. They are not only successful business and community leaders, they are personal friends. At the Winchester Group we understand the importance of this trusted relationship and strive to protect our clients’ assets as if they were our very own."

Fun Facts

  1. I married my wife on the 11th time I saw her. I definitely outkicked my coverage! 
  2. While most of my clients only see me wearing a tie and know that my mobile phone is always with me, I much prefer to be wearing camouflage in outdoor areas with no cell coverage!
  3. Most folks sing in the shower, I sing in the car even when I have passengers (as my kids will attest).
  4. I was a finalist in our varsity club womanless beauty contest in high school. I am still scarred!

Outside of Work