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Charles was very keen to become a jockey from a young age. He became apprentice to James Thirkell at Epsom. After 18 months he moved North to Mr Osborne of Ashgill (his indentures were in the name of ‘Joseph’) While at Ashgill, South Lancashire, he looked after and rode’ Rapparee’. The stable had many lightweights, Chaloner and Harry Grimshaw getting most rides but Jousiffe rode ‘Paddy O’Rourke for the Portugal Plate, won by Queen of Trumps in 1862 and also had a mount on ‘York Minster’ in Harlington’s Cesarewitch. At 6st 2 he went to Belgium and returned to the UK in 1864 and then took up an offer to go to India. He went to Madras, Bengal and Calcutta, training and riding winners but after 11 years Jousiffe came home in 1875. He bought a couple of horses and a small stable in Lambourn. He won several races with ‘Chancellor’ and in 1877 became Private trainer to Mr Bird and Lord Kesteven and took up his quarters at Seven Barrows. Early winners included: Woodquest Flame, Gwendoline, and Ghost Jousiffe. When he died suddenly on 26th February 1891 age 46, he had already ammassed a sizeable estate worth at least £29,000, today's equivalent of around £4 million.