Dave, do you think that John Madding, Sr., is from the family of the John Madding, spelled Maddin, in 1730 in Stafford County or from
John Maddin in 1750 in Frederick County or from neither one?
Of course, he is the John Madding referred to in 1780 in the land grant John Bennett received in Pittsylvania County located on Double Creek which give John Madding's boundary line as a marker in the boundaries of the grant.
The earliest deed I found for John Madding is in Halifax County, dated September 18, 1766, in which he purchased land on Double Creek from Thomas Watters or Wathers or mayber even Walters.
Obviously this land fell into Pittsylvania County when it was created out of the territory of Halifax in 1767. Unfortunately this deed gives
John Madding as being of Halifax County at the time of the purchase so there was no clue as to where John was before locating in Halifax County.
I found references in the Halifax County Court Orders (or Minutes)
for John Maddin beginning on July 10, 1752. In 1753 he was to be surveyor for a road from Difficult to Banister Bridge with all of the male tithables on the road to assist him. This is the earliest proven record I have found for John Maddin.
By any chance has your research located John Maddin earlier than 1752?