Pepper’s ancestry is obscure, though he was clearly related to the surveyor of the Court of Wards, Sir Cuthbert Pepper†, whose lands at Long Cowton lay seven miles east of Richmond.
Pepper was called to the bar in 1583, but left no subsequent trace on the records of Gray’s Inn. He doubtless practised locally within Richmondshire, as well as at York, at the assizes and before the Council in the North. He was an adviser to the Huttons of Marske, who gave him a modest standing fee, and worked for the Richmond Mercers’ Company.
Pepper apparently hoped to revive his electoral influence in January 1621, when the corporation resolved to reject the nomination of Sir Henry Savile* by lord president Scrope and secretary of state Sir George Calvert*. Under these circumstances, he believed ‘I myself should have had the offer [of a seat] before any foreigner’, and undertook to yield his place to Savile, who was desperate for a seat, having been rejected at Aldborough a few days earlier. As Pepper was called away from Richmond on the day of the election, he asked for a postponement, but when he returned he found that Sir Thomas Wharton*, whose manor of Aske lay only a mile north of the town, had persuaded the corporation to return William Bowes for the seat he had coveted.
Pepper was more fortunate in 1624, when he himself took the place of Sir Talbot Bowes, the town’s senior Member in the previous three parliaments, who was obliged to relinquish his seat while serving as alderman (mayor) of Richmond; his partner was John Wandesford, Bowes’s great-nephew, and another Gray’s Inn lawyer. Pepper left little trace upon the parliamentary record: he was nominated to the committee for the bill to enfranchise county Durham (25 Mar.), where he was doubtless expected to support Wandesford, the committee chairman, over the enfranchisement of Barnard Castle, where the Bowes family wielded considerable influence.
Pepper is not known to have stood for election again: Sir Talbot Bowes regained the senior seat at the 1625 general election, while the other went to John Wandesford’s brother Christopher, a trustee of Pepper’s estates. Pepper sold much of his moorland pasture to Christopher Wandesford in 1630, and gave over his legal practice: John Wastell† replaced him as recorder in 1627.
