Bob I can not answer your question as to weather James and William Caldwell were related or not, but probably were somehow. I have not done much research in Montgomery county mostly in Craig or Botetourt and have Susan J. Caldwell, born 26 Oct 1845 in Giles (now Craig) County died 14 May 1911 = buried in Webb Cemetery - Craig married on 21 Aug 1866 at the residence of Mahala Caldwell by Phillip B. Williams to. William T. Webb - born 20 Oct 1839 in Giles ( now Craig) County died 27 Sep 1909 = Webb Cemetery their daughter Etta Missouri Webb - 9 mar 1879 - 7 Aug 1940 - Webb Cemetery married on 7 Oct 1888 to George Edmison Caldwell - 23 May 1864 - 21 apr 1926 - Webb Cemetery and they had 10 children. Steve