The story I have is that Samuel Boles and Jane Smith had five sons and one daughter, and I suspect that William was the youngest child.I also suspect that he and Henry Jefferson Boles were actually half-brothers, although you couldn't prove this by a DNA test.
On the 1880 census of Clinton Co., KY we find William, ED 31, page 644: 132/132 Boles William M W 37 HeadAL ElizaW F 35 WifeKY Henry P.W M 13 SonKy ElizabethW F 11 DauKY Martha AW F9 DauKY James T IW M8 SonKY Permilia AW F3 DauKY Hetty BW F2 DauKY
My ancestor, Thomas Henry Townsend Boles was living in Coffee Co, TN in 1880, ED 19, page 69: 128Bowles Thomas W M 50 HeadCarpenterAL ElizaW F 40 WifeAL LawsonW M 12 SonTN HarveyW M 7SonTN CincinnatiW F 4DauTN SusanW F 7/12 Dau OctTN [Susan Ada Boles Barham (1879-1966) was my great-grandmother.I was almost 15 when she died and I recall her mentioning her great-grandfather, Raccoon John Smith.
Jane Smith Boles remarried in Kentucky to a Peter Pickens.She was alive on the 1880 census of White Co., TN, ED 2, page 496: Bales (Boles) Henry W M 34 HeadKY AlsaW F 31 WifeKY LauraW F 10 DauKY LeoleW F6 DauTN [This is incorrect, it should have been a son, none other than H Leo Boles] SmithW M5 SonTN RascoW M3 SonTN NettieW F2 DauTN EldredW M7 StepsonTN IsaW F4 StepdauTN ThosW M3 StepsonTN Pickens JaneW F 70 MotherKY
Finally, I found this in the White Co, TN cemetery records: Jane Pickens, born 10 April 1810 died 28 March 1883 in White Co., TN.She is buried in the Lower Cherry Creek Cemetery there.
There is a lot of information here for you to go over. If you wish you can email me directly at firstname.lastname@example.org