This is compiled after reviewing Harry Macy, Jr., "The Family of Daniel1 Whitehead: A Century and a Half of Fact and Fiction," in NYGBR, vol 131 (2000), pp 263-275. (Source for all except where otherwise noted)
Daniel Whitehead [Sr] was born about 1603, based on a 2 Oct 1668 testimony where he gave his age as about 65. (Minutes of the Town Courts of Newton, Long Island, 1656-1690, pub. 1940, p 192, FHL 0484026). He died in 1668 at Maspeth Kills, Newtown, Long Island.
He arrived in Hempstead, LI, by 1644, one of the earliest proprietors there. In 1656, he moved to Oyster Bay, and was in Maspeth Kills by 1664.
Given his age, he may have had a first wife, name unknown.
He married _____, a daughter, first name unknown, of Thomas Armitage of Hempstead & Oyster Bay. She was the mother of his children Daniel [Jr], Jonathan and David. She died by 1658.
He then married by 1658 young Jean Ireland, daughter of Thomas Ireland, another proprietor of Hempstead, LI. Her identity was discovered in the inventory of Daniel Whitehead's estate. She was the mother of his children Adam, Thomas, Jemima and Elizabeth.
There was no wife Jean or any other name, daughter of Thomas Skidmore. The introduction of this theory was made by Wm. Cornell, without explanation; Skidmore researchers have never found any daughter in their line that married a Whitehead.
After Daniel died, Jean (Ireland) Whitehead, m2 John Ingersoll, and had John, Simon, Daniel and Jane.