Herbert was born in 1883 in Kirkheaton, just outside Huddersfield, Yorkshire. In 1894, he was living in the nearby city of Brighouse. One of his school books, Algebraical Examples for Lower Forms, has the following written on the first page: "Herbert Jackson. Bracken Rd. Lightcliffe Road. Brighouse, Yorkshire. Oct 3rd 1894. BHGS." There is an intersection of Bracken Road and Lightcliffe Road in Brighouse, so perhaps he lived on that corner.
It may be possible to confirm family relationships with Herbert by comparing test results with other carriers of his Y-chromosome or his mother's mitochondrial DNA.
Y-chromosome DNA test-takers in his direct paternal line on WikiTree: