Robert was the only son of Mary Shawe and her husband Henry Gregory of Galway youngest son of Captain George Gregory of Killerida, Co. Kerry, the hero of the Siege of Derry.
[1] In 1768, he acquired the Coole Park estate of 8,000 acres near Gort in County Galway in Ireland and built a house there.
][3] Gregory was a Member of Parliament (MP) for Maidstone from 18 March 1768 – 8 October 1774.
[5] He was also a director of the East India Company between 1769 and 1782 and then chairman briefly before he retired through ill-health.
Gregory married Maria Auchmuty, daughter of an official of the East India Company, and they had three sons.