Withypoll was the great-great-grandson of Paul Withypoll, a Merchant Adventurer who represented London in the Reformation Parliament and bought the dissolved priory of Holy Trinity or Christchurch, Ipswich in 1545. Paul’s son, Edmund, was probably returned for Ipswich at a by-election in 1558.
Withypoll’s father, although never elected to Parliament, was sufficiently prominent in Suffolk to be appointed deputy lieutenant.
Following the improvement in his wealth and social standing, Withypoll served in almost every significant local office in Suffolk except the commission of the peace, and was appointed to a post in Prince Charles’ privy chamber by 1623. However, he did not join the prince in Spain, a decision that appears to have pleased the king.
Withypoll remained on good terms with the inhabitants of Orford; the Chancery suit brought by the corporation against him in 1624 over the diversion of a highway was probably a collusive action.
In 1628 Withypoll became involved in a dispute between one of his brothers, who was a Catholic according to the Suffolk clergyman John Rous, and an officer in the army named Maddison, the heir to a considerable estate in Lincolnshire. As a result, in late June of that year, Withypoll marched out of Ipswich at the head of his militia company and encountered Maddison and his soldiers on Martlesham Heath, where, according to Rous, Withypoll and his brother ‘did cowardly pistol’ Maddison and another man. This incident was followed by an exchange of shots between the two forces, but the only fatality was that of a militiaman accidentally shot by a colleague behind him. Withypoll marched his men back to Ipswich, where he had the church bells rung, and the following day he went to London to exonerate himself. Instead, he was committed to stand trial in King’s Bench for murder.
There was clearly a widespread expectation that Withypoll would be found guilty, for the courtier John Ashburnham* promptly petitioned for a grant of his estate. However, when the case came to court in October Withypoll’s lawyers delayed matters by raising objections to the coroner’s inquest.
In late 1630 Withypoll entered into a bond with the master of the Rolls (Sir Julius Ceasar*) and one of the masters of Chancery to pay £1,500, presumably for performance of the condition on his pardon.
Withypoll spent the rest of the 1630s abroad, presumably more to escape the criminal justice system than because of his debts since, according to Sir Thomas Glemham*, his creditors, ‘well knowing ... his noble and just dealing’ and pitying ‘his many misfortunes under which he hath and yet doth suffer’, were not disposed to extreme measures.
