Susan, you may already have gotten your answer but maybe the following can fill in a few blanks.
George, Jr., father of Diana, was a son of George, who was the youngest son of John and Mary Cook Ruddell. George Jr. married Amelia Goare in 1790 in Rockingham, VA. He and his father moved to Kentucky about 1791, probably into the area which became Fleming County in 1798. George Jr. stayed there until at least 1810 when he disappears from the tax roll. From there he moved to Bourbon Co., KY. Amelia died sometime before he married Sally(Sarah) Masoner in 1828. George died about 1839 when son Ambrose was appointed adminisrator.
The documents cited below should help identify his children but the birth order is still a mystery.
Kentucky State Library, Frankfort, KY, Fleming Co., KY Tax Rolls (microfilm) 1804 listed as George Ruddell, Jr., 386 acres third-class land, 1 white male over 21, 1 Negro; 1805 and 1806 same as 1804;1807 - no land, no Negroes, 1 white male over 21, 1 white male 16-21; 1808 -no land, 2 white males over 21, l Negro; 1809 no land, 1 white male, 2 Negroes; 1810 - no land, 1 white male, 3 Negroes.No more tax listing for George, Jr. in Fleming.
Fleming Co, KY Deed Book C, p. 155, July 11, 1805 - George Ruddell, Jr. purchased 386 acres on Foxes Creek, part of Alexander Penland survey, was purchased from James Saunders.
Fleming Co, KY Index to Judgments, Book R, Fleming County Circuit Court -
Packet #738 (Summary by JEL) Newcomb Terrel brought suit against George Jr. for refusing to pay several debts, one specific debt for plating a saddletree.Total damages 20 pounds.George promised several times to pay, then"craftily and subtilly to deceive and defraud" he did not pay.One note signed July 4, 1805.Still unpaid and unresolved by March term 1806.
Bourbon Co., Ky
Settlement of George Ruddell estate (he left no will)
Bourbon Co, KY Will Book L, pp 361-62 Administrator Amos (Ambrose) Ruddell, March 1839, at sale among purchasers Amos Ruddell, Mrs. Sally Ruddell and John DeWit.
Ambrose G. Ruddell Admr. of Geo. Ruddell, decd. would show administration of estate was granted him in March 1839 - said George in his life time had purchased of Jas. Coons a lot in Ruddells Mills, with one story frame house and Coons had been paid, by said Geo. but title had not been made, whole of estate of Geo. will not be enough to make debts. George left Sally or Sarah Ruddell widow and your oratorand William G., Polly Waddle, widow, Dianah Mock, who married Geo. Mock, Theresa Fisher, wife of Thos. Fisher, Elizabeth Haggery, wife of Joseph Haggery, Julia Riggs, wife of Thos. G. Riggs, and Hiram Ruddell, said Hiram of Virginia and said William a resident of McDonough County, Ill.William makes deposition (of debt due him by dead father in Apr. 1840 in said county of McDonough, Ill., said note was given to him by his father in about 1822.
In 1846, suit reinstated on docket in Harrison County, Ky
Apr. 1846 Mary Ruddell would show since institution of suit Ambrose Ruddell has departed life in Harrison County, oratrix took out letters of administration, etc . . .
George appears to have left unsatisfied debts to a Hugh Talbott. Order Book M, p. 376, September 7, 1846, heirs of Hugh Talbott request that Sheriff take from estate to recover debt.Amos G. Ruddell administrator.Amos is probably Ambrose.
Bourbon Co, KY, Box 1271Filed Aug 1851.Talbott's Admr. vs. Geo. Ruddell's Admr.Orator Henry Hall Admr. of Hugh Talbott, decd., would show in lifetime said Talbott about 1824-5 said Hugh obtained judgments in Bourbon for debt but "no property found;" the execution was renewed up until 1833 -- said George has departed life, leaving Ambrose Ruddell, Sarah Ruddell widow, William Ruddell, Hiram Ruddell, Julia Ann Riggs late Ruddell, married Thomas Riggs, Polly Wadel, Deana Hawk (Mock) late Ruddell, who married George Hawk (Mock), Elizabeth Hagardy who married Joseph Hagardy, Theresa Fisher late Ruddell who married Thomas Fisher, his children and heirs.March 20, 1840 first date of bill; notified for deposition were Sarah Ruddell, Mary Ruddell, Aaron Balser and Ann Elizabeth his wife, deposition of Benj. Brown states George Ruddell died intestate in Harrison Co, KY.
Order Book M, p. 167 Administration of the estate of George Ruddell was granted Amos (Ambrose) G. Ruddell with Thomas G. Riggs, security.P. 376 September 1846, on motion of Henry Hall admr of Hugh Talbott, decd, and a creditor of George Ruddell, it appears that George Ruddell departed life intestate many years since and that Amos Ruddell was administrator and he has departed life, ordered that sheriff take from estate to cover debt.