Whitmore’s ancestors were smallholders from Claverley, Shropshire. His father settled in London, joining the Haberdashers’ Company and marrying the daughter of one of its most prominent members.
In June 1609 Whitmore joined a consortium - including the London alderman John Eldred, the Fishmonger Martin Freeman, and the customs farmer Arthur Ingram* - which dealt in the sale of small parcels of Crown lands and leases scattered throughout the country. Out of an initial stake of £30,000, Whitmore and his (unnamed) partners put up £5,000, some of which was presumably raised from the Apley estate, while much of the rest doubtless came from his brother George, a wealthy London merchant. Most of the lands were quickly sold on to sitting tenants or other local men, yielding a 50 per cent return on capital invested in around three years, but the investors were also able to purchase some of the best properties for themselves.
In acquiring Apley manor, Whitmore inherited the Hordes’ parliamentary interest at nearby Bridgnorth, for which he was first returned in January 1621, shortly after completing his term as sheriff of Shropshire. He played little part in any of the three Parliaments in which he sat, making no reported speeches. He was named to three committees, one of which concerned the auditing of shrieval accounts (15 Mar. 1621), another with the survey of grievances (2 May 1621) and the last with a bankruptcy bill (22 Mar. 1624).
In 1629 Whitmore donated £500 to the puritan feoffees for impropriations, for the purpose of increasing the stipends of the curates of Bridgnorth and Claverley.
