Jessie was born in 1867, she lived at Mount Oswald, Oswestry (a house of 12 rooms) along with her father William Herbert (1827) who was Treasurer of the Borough of Oswestry, her mother Annie (1829), sister Susan Helen (1859) a School Teacher, two brothers Richard (1857) a Solicitor and William (1865) an Estate Agent, Myra Morse (1870) a cousin and a servant Sarah Burrows (1894). She was a School Teacher before joining the VAD.
Jessie joined Shropshire VAD 24 in December 1915. She worked part time at Ardmillan House Auxiliary Hospital as a Nurse every Saturday afternoon from 1-8pm and according to her VAD card sometimes worked a whole week.
Jessie had retired as a schoolteacher by 1939 and had moved out of the family home to 62 Roft St with Mary Richards her Servant. Jessie died on 3 September 1956.