George Calloway (1829-1911) and his five siblings, Charlies Calloway, Becky Calloway, Lewis Calloway, Henry Calloway and Harriette (Calloway) Swan, were the children of Thomas "Thom" Howard Calloway/Callaway (1812-1870), a white man, and Mary "Ma" Calloway (?-1870), an enslaved woman in his household. George and his siblings were raised within the Calloway household by Ma and her husband, Pappy Jim.

George and his "Black" family lived alongside Thom Calloway's "White" family, which included his wife, Susan (Lea) Calloway/Callaway, and their six children.

In 1846 George Calloway married Elizabeth (Grant) Calloway (1839-1877), the daughter of Nathaniel Grant and Caroline (Eldridge) Grant.

Thom Calloway was a wealthy man for the time and George, literate, carried out clerical duties for Thom in his railroad office.

Throughout the complications of an enslaved life in one's own father's household, and the hardship of war, the familial bonds remained between Thom Calloway and George Calloway, and after the end of the war, Thom Calloway gifted a life-long lease of land for $1/year to George Calloway, which Thom's eldest son from his "White" family, Joseph Callaway (also, George's half-brother), honored after their father's passing.

After the Civil War, George was able to pay for college educations for all their children with the success of a peach preserve business. George's three sons became successful and learned men; one helped build Tuskegee Institute. One daughter was a successful teacher; the second died from an accident on the day of her college graduation.

After Elizabeth passed in 1877, George married Harriett "Hattie" (Schooler/Young) Calloway (1844-1906), the daughter of Jeremiah and Nancy Schooler, b. 1814 and 1810.

Descendant David Calloway is the grandson of George's eldest son, James N. Calloway (1860-1930), tells the story of his family in If Someday Comes, 2022. (Teresa Townsell, FAG#47611472, 2024)