Danny,
Can you scan the articles from the Pontotoc Historical Quarterly and email them? If not, do you know where I can get copies or reprints?

Did Gov Colbert have multiple houses? One of the Chronicles articles says he owned a house a Oil Springs which he sold to his son-in-law, Boyd, well after the war and that Annica Kemp moved back there after Winchester died.

Did he have a house or store or something near Atoka before/during the war? Post-war maps show a Winchester Station (variously spelled Worcester etc) in the vicinity of the mouth of Little (North) Boggy.

What about the mill on Pennington Creek about 10 miles north of Tishomingo? Thoburn said this was Winchester Colbert's mill and the ORs mention putting the Chickasaws at the Rock Academy (Wapanucka on Delaware Creek just inside the Chickasaw border) or Colbert's Mill.

You mentioned an interview of a family member. Is that in the Indian-Pioneer Papers (WPA Writers Project)?

I doubt Colbert would have recieved the special treatment as Cherokee Principal Chief John Ross. Ross had advocates, such as Evan Jones, telling the US authorities that Ross was 'Loyal' to the US and forced by circumstances to enter the alliance with the Confederacy. He was 'arrested' but never a prisoner and spent the rest of the war trying to convince the Lincoln Administration that he and most of the Cherokee had been loyal all along.

Colbert could make no such claims though he probably wouldn't have received severe treatment from Phillips. The Choctaw and Chickasaw proclaimed themselves tied to the slaveholding states long before they signed the treaty with the Confederacy and there were very few Chickasaws in the Union Army.

Ken