I saw your query on Henry Holleman.I am a descendant of Jesse Holleman and have extensive records on him and his family.I have also worked with John Schunk on this family in the past.
I do not think your Henry is a direct descendant of Jesse, but he certainly may have a family connection.
I have reviewed some of my Holleman records and discovered a will for a Henry Holleman (possible father of your Henry) in Surry County Wills and Administration (1652-1850) Wills, Etc. 9, 1845-1852, p. 385-386.Other Holleman wills in Surry County, Virginia at this time are Joseph, Robert, Sarah, William, Willis, Arthur and Catharine.In the past, I have found some early Holleman records in Surry County.Just thought I would point you in this direction in case you have not already checked these wills in Surry County to see if your Henry is listed as an heir.
Also, the Jordan Holleman who was a brother to my Jesse Holleman had descendants who married into the Penny family in North Carolina.You might want to check with this family to see if there is a connection.
Hope this helps.I will continue to review my records to see if I have any other information for your Henry.