Gosnold graduated from Jesus College at the University of Cambridge and studied law at the Middle Temple. He was a friend of Richard Hakluyt and sailed with Walter Raleigh. He married Mary Goldinge, daughter of Robert Goldinge of Bury St Edmunds and his wife Martha Judd, at Latton, Essex in 1595. Mary's mother, Martha, was daughter of Sir Andrew Judd a wealthy London merchant who, among other offices, was Lord Mayor of London, 1550–51. More importantly for Gosnold's story, Sir Andrew Judd was also grandfather to Thomas Smith, one of the founders of the Virginia Company. "Bartholomew's marriage, which has the appearance of one arranged with foresight, brought together a young man of high standing among the landed gentry and a young lady whose antecedents were found chiefly among the wealthier merchants of the city of London."