Understanding history provides more opportunity for asking the right questions. By taking time to research the topic on which you will interview, you give yourself a chance to find questions you would not normally know to ask.
How does one research a small town in Texas? How does one conduct an oral history interview? Conducting an oral history can be daunting, but plenty of resources exist to help you do your best.
Oral History in the Digital Age: Designing an Oral History Project
"You the project designer, have some questions to answer before even beginning. Early choices you make in a project will affect later opportunities."
The Handbook of Texas Online
An outstanding resource for gathering background information on smaller, more geographically isolated towns
Great Questions--StoryCorps
Some suggestions to get a good conversation going.