Sidney was ‘of a very reserved nature’ according to Clarendon (Edward Hyde†), being ‘very conversant in books and much addicted to mathematics’. In adulthood he bore a striking resemblance to his uncle Sir Philip Sidney†, whom he never knew.
Sidney himself was born a ‘goodly fat’ baby in 1595, surviving measles, though his face remained pock-marked for the rest of his life.
By the beginning of 1613 Lord L’Isle was actively seeking a bride for young Sidney. In January he invited himself to dine with Sir Henry Savile†, offering to conclude a match with Savile’s only daughter, Elizabeth. Though he reportedly found Sidney to be ‘a very proper gentleman and exceedingly well given every way’, Savile reluctantly declined, as his daughter was already betrothed to Sir William Sidley. Consequently, L’Isle subsequently entered into discussion with William Cecil†, Lord Burghley, for a marriage with one of Burghley’s daughters, but this negotiation also foundered.
Following the dissolution, L’Isle resumed the search for a suitable bride for Sidney, expressing interest in a daughter of the imprisoned Henry Percy, 9th earl of Northumberland, who indicated through Sir Francis Darcy* that he would offer a dowry of £5,000.
Sidney was promoted to the colonelcy of an English regiment in Dutch service following the sale of the Cautionary Towns in May 1616, when his father retired as governor of Flushing with a pension. In August 1618 the latter used his son’s dowry to help purchase the earldom of Leicester, whereupon Sidney assumed the style of Lord L’Isle himself. In the following year Sidney accompanied his kinsman by marriage, James Hay, Viscount Doncaster, on a diplomatic errand to mediate between the Elector Palatine and the emperor over the Bohemian crisis. His travelling companions included John Donne*, whose collected sermons he would purchase in 1622.
Following the failure of the Addled Parliament, Sidney may have feared, like many of his countrymen, that there would be no more parliaments, as among his family’s papers is a copy of Ralegh’s 1615 treatise ‘The Prerogative of Parliaments in England proved’.
In the spring of 1622 Sidney fell ill, complaining of a ‘dead palsy on all my right side’, which was numb and stiff. He was treated by the Court physician, Dr. Theodore Mayerne, at a cost of £20, and soon afterwards seems to have made a full recovery. At around the same time Sir Charles Rich* offered to purchase his colonelcy for £2,000 in cash plus an annuity, payable for life, of £300.
In August 1622 Sidney quarrelled violently at Petworth, his father-in-law’s house, with his kinsman Doncaster, now earl of Carlisle. The two men had previously enjoyed a close friendship, but over the last six months Doncaster had pointedly ignored Sidney, even over the dinner table. When Sidney enquired to know the reason for this ill treatment, Doncaster ended up calling him a liar and Sidney struck him in the face.
Although Sidney was in London when Parliament convened, there is no firm evidence that he attended the Commons before 5 Apr., when he was once again named to the committee to consider Viscount Montagu’s land bill. He was mentioned only twice more in the Parliament’s records, once on 26 Apr. when he was required to help consider the Virginia Company’s petition, and again on 30 Apr., when he was named to attend the following day’s conference on bills regarding the Exchequer.
Sidney was again returned for Monmouthshire to the 1625 Parliament, but whether he attended either the Westminster or Oxford sittings is unknown. He seems not to have sought re-election in 1626, and thereafter he sat in the Lords, having inherited his father’s earldom. However, as earl of Leicester he continued to take a close interest in the Commons. Among his papers is a manuscript compilation of speeches made in April 1628 by Sir Dudley Digges, Sir Edward Coke, (Sir) Robert Heath and (Sir) Francis Ashley concerning the liberties of the subject, and also a copy of ‘A True Relation of all the Proceedings in Parliament’ recounting the events in the Commons of 1629.
Leicester served as extraordinary ambassador to Denmark in 1632 and in 1636 was sent to Paris to negotiate an accord with France aimed at inducing Spain and Bavaria to restore the Palatinate to the king’s brother-in-law. The French were impressed with Leicester’s diplomatic skills,
