You are correct with the Bryan/Boone connection. My GGGGGrandmother (Elizabeth Bryan) is a direct descendant of Squire Boone.
Her husband (Thomas Day Starling) is the one that seems to always be incorrect in the compiles genealogies. There have been rumors that his father was a "Sea Captain" and he died before Thomas' birth, but I am unable to find the source of these rumors.
Thomas Lists his place of birth in Maryland in 1796 and he was married in Grainger Co, TN.
Thanks for the advice. I will keep digging.