George Ashby Bowles, from the doctor’s second marriage, served in the Virginia House of Delegates from 1915 to 1930, representing Fluvanna and Goochland Counties. As chairman of the House Roads Committee, he espoused a “pay as you go” policy and is given major credit for the present state highway system, which was begun in 1918. He was particularly proud of the building of Rt. 250 from Richmond to the mountains. He was also prominent in the revision of the banking and insurance laws.

Bowles relinquished his seat in the Legislature to become Commissioner of Insurance and Banking for the Commonwealth of Virginia. He served the State Corporation Commission in that capacity until his death in 1956 and was given the honorary title of “dean of the nation’s State Insurance Commissioners.

George made The Oaks his home base and built the frame addition in 1915 to provide more room for his growing family. At that time, his father, step-mother, and older sister Mary Eliza also lived at home.