circa 1470 - circa 1523
All that is known about John is taken from J Gardner Bartlett's research (1), but the few sources of his that have been verified appear to be correct.
John was born around 1470 in Monyash, and probably married about 1494, although the name of his wife is unknown. His father granted a smallholding in Ashford to him at this time, but he apparently continued to live in Monyash. His eldest known son John was born soon afterwards. He also had a younger son Roger, probably born around 1500.
John was fined 2d for brewing in 1514, and then his wife was similarly fined another 5 times over the next 6 years (Its not clear whether the fines were a form of punishment, or of licensing).
Gardner Bartlett claims an exact year of death for John (1523), but he doesn't provide a source for this claim.
Brief details of his children:
JOHN 4 SHELDON (Richard 3, Hugh 2, Richard1), of Monyash, in Bakewell, co Derby, was born about 1470, and died in 1523. The name of his wife is unknown.
The earliest mention found of him is on 12 Nov, 10 Henry VII , when Richard Scheldon surrendered to the lord of the manor a cottage and 4 acres of land in Asheford, co. Derby, called Lowefield, to the use of his son John Scheldon and his heirs forever. (Court Rolls of the Manor of High Peak Hundred, 41/423) Probably this grant was in the nature of a marriage settlement on this younger son, to whose descendants this cottage passed for several generations. But John Sheldon also acquired property in Monyash, where he resided.
On 4 Oct 6 Henry VIII , John Sheldon of Monyash and Richard Sheldon his brother, were each fined 2d for brewing. On 15 Oct 8 Henry VIII , 25 Nov 10 Henry VIII , 26 May 11 Henry VIII , 11 Henry VIII , and 16 Oct 12 Henry VIII , the wife of John Sheldon of Monyash was fined 2d for brewing. (Court Rolls of the Manor of High Peak Hundred, 41/423-425.)
i. JOHN, b about 1495.
ii. ROGER, b about 1500. On 10 Oct 23 Henry VIII  Roger Sheldon of Monyash was fined 2d for default of suit of court. (Court Rolls of the Manor of High Peak Hundred, 41/430)