Although he earned his living as a merchant, Whiteway was of a studious disposition, displaying interest in such widely differing subjects as geography, mathematics, medicine, history, architecture and painting. A skilled linguist, he translated both a French account of the recent wars of religion and a Dutch dictionary, and was possibly the first Englishman to compile a Latin-Polish word list. He was also competent in Latin, Greek and Spanish. His knowledge of French doubtless stemmed from the time he spent there early in his career, though it is unclear whether he traded with Poland or the Low Countries.
Although already a married man and a member of Dorchester’s corporation, Whiteway was still living with his parents when he was returned for the borough in the by-election of April 1626. The fact that his father was currently one of the returning officers presumably contributed to his success. He had already recorded in his diary the key events of the three previous Parliaments, which were attended by his father and father-in-law, and he naturally made his own notes while at Westminster, showing particular interest in questions of privilege, and the impeachment proceedings against Buckingham. He clearly held the duke responsible for the failure of the Cadiz expedition, and for the disruption of cross-Channel trade, and made no attempt to disguise his impatience at Charles I’s efforts to protect the royal favourite. Nevertheless, he kept his own counsel in the House, and attracted no committee nominations.
In 1627 Whiteway finally leased a house of his own at £10 p.a. He subsequently held most of the municipal offices open to him, and took on his first role in county government in April 1635. However, two months earlier he recorded the onset of a pulmonary illness to which he rapidly succumbed. Whiteway drew up his will on 1 June, requesting burial in the churchyard of St. Peter’s, Dorchester. He left £10 to the local poor, £20 to the town’s grammar school, and £2 to the rector, John White. To his wife he assigned £800, in accordance with their marriage settlement, besides half his plate, and household stuff to the value of £30. As she was then pregnant, another £300 was set aside for the unborn infant. His father-in-law and Denis Bond† were appointed to act as overseers.
