Henry Caudill b 1785 Wilkes Co NC d 18 Jun 1856 Letcher Co KY; s/o James Caudill and Mary Adams. Henry Caudill m. SC to Phoebe Jane Strailer b 1791 Pendleton SC d May 1887 Letcher Co KY. (See 1850 Letcher Co KY Census and 1860 Letcher Co KY Census). Children of Henry Caudill and Phoebe Jane Strailer;

i. Stephen Caudill b: 1810 in Wilkes County, NC m. about 1830 to Elizabeth Fields.

ii. Terry Caudill b: about 1813 KY; m. 16 Apr 1829 Perry Co Ky to Matthew Caudill b about 1812 KY; s/o Matthew S Caudill and Sarah H Webb.

iii. James "Froggy" Caudill b: 11 APR 1816 in North Carolina m. 11 May 1843 Letcher Co KY to Abigail Abbie Hampton b 1 Sept 1824 Perry Co KY; d/o William Turner Hampton and Mary Profitt. James "Froggy" Caudill m. Jenny Gilley.

iv. Phoebe Caudill b: FEB 1819 buried Whitaker Cemetery, Jeremiah, Letcher Co KY m. about 1837 to Wilburn Hampton b 28 Apr 1818 Jeremiah, Letcher Co KY s/o William Turner Hampton and Mary Profitt.

v. William "Billie" Caudill b: 1820 m. 2 Jun 1847 Letcher Co KY to Sarah Sally Christian b 30 Nov 1827 Letcher Co KY.

vi. Henry H. "Tush" Caudill b: 1818 OR 1821 in Perry (now Letcher) County, KY m. 30 Oct 1846 Letcher Co KY to Susannah Back b 28 Feb 1829 KY d/o Henry Back and Susannah Maggard.

vii. Isom H. Caudill b: 1822 in Perry (now Letcher) County, KY m. Elizabeth Back b 18 Apr 1820 KY d 1 Mar 1894 d/o Henry Back and Susannah Maggard.

viii. Benjamin "Funny Bill" CAUDILL b: 17 NOV 1828 Harlan Co, KY d 20 Oct 1876 Letcher Co KY m. 4 Jan 1849 Letcher Co KY to Mary Polly Bowling Bolling b 16 Jan 1831 Flat Gap, Wise Co VA d/o Jeremiah Bowling Bolling and Sarah Sally Ward. Benjamin Caudill m. Mary Roark.

ix. Jesse H. "Limber Jet" Caudill b: 1826 OR 1835 Perry Co, KY m. Isabella Caudill b Apr 1834 Perry Co KY d 1903 Letcher Co KY d/o Wilburn E Caudill and Nancy Caudill. Child; 1. Elizabeth Caudill b 1861 KY d 1891 VA.

x. David K. Caudill b: about 1831 KY d 1900 m. 5 May 1859 Letcher Co KY to Elizabeth Betsy Fields b 9 Jun 1939 KY d 24 Aug 1918 d/o William "Billy" Fields and Lydia Margaret Rice.