A baptism of a 'Hugh' is recorded in Bruton Parish Church on 18 November 1556 and early twentieth century scholars had suggested this was Sexey.
By the age of 43 he had been appointed as royal auditor of the Exchequer to Queen Elizabeth I and later King James I.
Through these influential positions Sexey's wealth increased, as he gained a fortune mainly through fees, revenues, property dealings and money lending.
During his life he undertook many charitable activities in the Bruton area and to ensure these continued after his death most of his estate was transferred to twelve trustees in 1616.
According to John Chamberlain, in October 1619 Sir Garrat Samms opened negotiations to marry Sexey's widow.