Whiteway was apprenticed at the age of 15 to his cousin John Gould, a Dorchester merchant. In 1591, caught up in the French wars of religion, he was imprisoned in Honfleur for being a Protestant, and released only on payment of a £300 ransom. He settled in Dorchester in 1600, joined the Spanish and French Companies, and bought Cary mills, near Wareham, Dorset in 1610. A prominent member of the corporation, whose house was regularly used as the assize judges’ lodgings, he apparently supplied most of the funds for erecting the borough workhouse, or ‘hospital’, in 1616.
Returned for Dorchester to the 1624 Parliament, Whiteway was named only to the committees for the bills to permit free fishing in North American waters, and to relieve the London Feltmakers from the effects of a decree in Chancery (15 Mar. and 30 April). He attended both committees, and also exercised his right as a Dorset Member to help scrutinize a bill for settling the custom of the manor of Beaminster Secunda.
As a Dorchester bailiff, Whiteway was ineligible to serve in the 1626 Parliament, but he returned his son William to the Commons at the April by-election triggered by the death of Michael Humfrey*.
