Caroline “Carrie” Agnes Gray, English hostess and owner of the Freeman’s Journal, is born Caroline Agnes Chisholm in London, England, on May 13, 1848.

Gray is the sixth child of the eight children of the philanthropist Caroline Chisholm (née Jones) and Archibald Chisholm, an officer in the army of the East India Company.

Gray meets her husband, Edmund Dwyer Gray, in September 1868 when she witnesses him saving five people from a wrecked schooner during a storm in Killiney Bay, near Dún Laoghaire. She later meets him, and the couple are married in 1869. They had four children, with three surviving to adulthood: Edmund, Mary and Sylvia. She places both of her daughters in convents after their education and the early death of their father, supposedly as she fears they will harm her chances of remarrying.

Gray is a noted hostess during her husband’s political career, in particular while he is Lord Mayor of Dublin. Following his death in 1888, she holds over 40% of the shares in her husband’s newspaper, the Freeman’s Journal. While she is not involved in the day-to-day running of the company, she does exert influence over the newspaper. When Charles Stewart Parnell‘s party splits, the paper sides with Parnell at Gray’s consent. She is one of a number of prominent Catholic women in Dublin who continue to support Parnell. In 1891, she appears with Parnell in public, leading to the Archbishop of Dublin describing her as “a rock of scandal.”

It is only when the Freeman’s Journal‘s circulation and revenue suffers after the establishment of an anti-Parnell newspaper, the National Press, that Gray’s loyalty to Parnell wavers. Influenced by her son, she decides that the Freeman’s Journal will abandon its relationship with Parnell. This decision is formalised at a special general meeting to the Freeman company on September 21, 1891, seeing the pro-Parnell board replaced with one that includes her son and Captain Maurice O’Conor. The Freeman’s Journal and the National Press merge in March 1892, after which Gray is bought out of the company with her son and O’Conor stepping down from the board, thus ending the Gray family’s 50-year relationship with the Freeman’s Journal.

Gray marries Captain O’Conor in November 1891. A Captain, and later a Major, with the Connaught Rangers, he is a relative of Charles Owen O’Conor and George Moore. She is twelve years his senior, and the couple has no children. They live on Inisfale Island on Lough Allen, County Leitrim. She lives the last thirty years of her life there, with failing eyesight and eventual blindness. She dies there April 15, 1927. O’Conor dies in a hotel in Dún Laoghaire on January 3, 1941, in poor circumstances.