Jane Bolling was the daughter of John Bolling and Mary Kennon Bolling of Cobbs. She married Richard Randolph of Curles Neck. The portrait was restored and has overpainting. It is sometimes attributed to John Hesselius, but it bears more resemblance to John Wollaston, as do the portraits identified as her husband, son, and daughter-in-law.
Dimensions: 35 x 27 in. (88.9 x 68.58 cm.)
The subject wears a blue dress with a white fichu. A white band of fabric lies over it. She wears a white cap tied under her chin. A large book, probably a bible, lies open on a stone plinth. She is turned three-quarters to her right.