John was born in 1837, the son of Edward Jessup. His father was a treenail and wedge maker, and John also became one. A treenail maker made long wooden pegs for use in shipbuilding. Treenails were used to fasten timbers so that when wet the peg would swell, which would strengthen the joining.
As a youth he entered the Navy. He served as aide-de-camp to Admiral Edmondson on HMS Aragon, on voyages to South Africa to suppress the slave trade.
In 1863 he married Sarah Ann Phillis Collins at St Andrew, Bethnal Green. His bride's father was a lighterman. The couple lived in Church Row.
Lieutenant Jessup and his wife Sarah emigrated to New Zealand from England, arriving on board the ship Bombay. The Bombay, on her third voyage to NZ, sailed from London on 26 November 1864 and arrived in Auckland on 18 March 1865. The Jessup's appear on the passenger list as both aged 28, with no children.
The couple had seven children. Mr Jessup was a member of the first school committee of the Bombay School, elected in April 1872. By this time John and Sarah had two children (daughters) who they needed to consider education for.
At the close of the New Zealand Wars he was in charge of the militia at Mercer.
After the passing of his wife he moved to Auckland.
He passed away in 1922 at the age of 85 at the residence of his daughter, Mrs R Smith, in Takanini. Like his wife, he was buried in the Anglican cemetery at St Peters in Bombay, Auckland.
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