Read your inquiry and found it interesting that your Oakley's were horse traders. The names you gave weren't familiar to me but I have Oakley's from Iowa and Nebraska. Our Oakley's were also horse traders. My first Oakley was Robert Oakley b.1823? in Richmond VA. The family eventually came to Salix & Sloane Iowa. Robert and Lucinda had 7 children. Woodbury, Monona, Lakeport counties in IA andBuffalo, Burt, Thurston,and Dixon counties in NE are where some of my Oakley's have resided. Let me know some of your dates and names and see if they tie in.