Gresham’s paternal grandfather, Sir John Gresham, a London Mercer of Norfolk origin, acquired an estate in Surrey close to the Kent border, including the manors of Titsey and Limpsfield. Although Gresham was a younger son his father bequeathed this property to him after the death of his mother, possibly because the elder brother, William, who represented Norfolk in 1586, was the heir of the great Elizabethan financier Sir Thomas Gresham (d.1579).
Gresham was returned at Gatton, about eight miles from Titsey, in 1604, during the lifetime of his mother, who died in May of that year.
Gresham was re-elected for Gatton in 1614 but left no mark on the records of the Addled Parliament. He contributed £13 4s. towards the Benevolence levied by James I in the aftermath of the Parliament, which failed to vote supply.
Gresham again stood for election at Gatton in 1620, but two election meetings produced two different outcomes on succeeding days. John Holles and Henry Britton were elected on 12 Dec. while Gresham and Sir Thomas Bludder were chosen on the 13th.
Early in 1622 Gresham was called before the Privy Council to explain his failure to contribute to the Benevolence. He offered to contribute £30 and was also active as a collector, in which capacity he raised over £180.
Gresham served as a collector of the Forced Loan in Surrey, making his first payment at the end of November 1626.
