There is a Caleb May who first appears on the personal property tax lists of Henry
Co., VA in 1784 as Caleb May Jr. From then on he is plain Caleb May, and he seems
to have been in Henry Co. until he sold his land in 1812 to John Taylor. Henry Co. is
in SW VA down on the NC line.
I've worked intensively on the Mays, and I haven't seen any Calebs other than yours
and this Henry Co. Caleb.