I've done some research on this branch of the Head family. See http://arslanmb.org/Head-ColonialVA/Descendants-ColonialVAHead.pdfhttp://arslanmb.org/Head-ColonialVA/Descendants-ColonialVAHead.pdf. You'll find Benjamin Head as #1118 in my descendants listing. His son Thomas Jefferson Head (#11181) had three sons: Joel S. Head (#111811), John A. Head (#111814), and Benjamin Duvall Head (#111817). As far as I can tell, neither John nor Benjamin had children. Joel S. Head did have some male children who carried on the Head name, but I have not researched them much past the 1900 census. (Would you like me to go further?) Thomas Jefferson Head's daughters did leave descendants, but I have not traced their lines.
Where do you fit within Thomas Jefferson Head's descendants?
John C. Head and a few others are working with me to try to tie together these various Head families of colonial Virginia using DNA analysis. Take a look at the Head DNA Project at http://www.worldfamilies.net/surnames/headhttp://www.worldfamilies.net/surnames/head. Look at the y-Results and Patriarchs links.