He was the son in law of William Fiennes, 1st Viscount Saye and Sele and shared his father in law's opposition to the King.
Mark Noble notes that these treasury positions were very lucrative and states that as Treasurer of the money and plate sent to Guildhall, he and Lord Say and Sele obtained very large sums, and as Treasurer at War his salary was three-pence in the pound.
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In association again with Lord Brooke and ten others Saye obtained from Robert Rich, 2nd Earl of Warwick and the New England Company a patent for a large tract of land on the Connecticut River (19 March 1632).
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In 1630 he established, in conjunction with Robert Greville, 2nd Baron Brooke, John Pym, and others from the group of Puritan entrepreneurs, a company for the settlement of the Providence Island colony on what is now Isla de Providencia in the Caribbean Sea, part of the Archipelago of San Andrés, Providencia and Santa Catalina, a department of Colombia.