He was the eldest son of Henry Skipwith (died 1588) and was educated at Jesus College, Cambridge.
[3] Skipwith was knighted on 21 April 1603 at Worksop Manor by King James I, who was travelling to London following the Union of the Crowns.
The cups were bought in London from William Herrick (a goldsmith with a Leicester background), and then engraved with the royal arms.
[6] On 15 and 16 August 1604, Prince Charles and Alexander Seton lodged in Skipwith's Leicester townhouse on their way to London.
His eldest son, Henry Skipwith, was knighted at Whitehall Palace in June 1609 and made a baronet in December 1622.