While drinking bourbon and smoking cigars in the backyard, Rich and historian Dr. Dave discuss a range of American history topics. Dr. Dave shares his experience and work in Charleston, South Carolina. Confederate monuments, the Civil War, Ulysses S. Grant, and creating change. (25:20) Personal libraries and the different styles of reading Dr. Dave and Rich subscribe to. Learning from history to shape the future. (37:17) Chicago history, Frederick Jackson Turner, the American West, American landscape art, George H.W. Bush's funeral. (47:38) Traveling America, Frederick Douglass, John Brown, Eleanor Roosevelt and the role of First Lady (or First "Spouse").