Hill was with
Touche Ross from 1981 to 1987 and spent some twenty years working in finance and
venture capital in London. In 2001, he returned to Masham to take over from his father the management of the Clifton and Jervaulx estates. In 2014 he was farming some 700 acres of the Clifton Castle estate in hand. Some 250 acres were arable, growing mainly wheat, barley and oats. He had by then given up on a large dairying operation, which had proved to need too much new investment, but had diversified by creating
biomass boilers and a
hydro-electric power scheme. As well as
quarrying and
forestry interests, and ten tenanted farms on the two estates, he also owned the Blue Lion
pub at
East Witton, named as "best dining inn" in the
Good Pub Guide for 2014. In 2018 he became a member of the Council of the
Duchy of Lancaster In 2023, a new boutique guest house called Arthur's was opened in
Hillsborough, in honour of Lord Downshire. He leads a private army, the Hillsborough Fort Guard, which was established by an ancestor in 1660. He commented to the BBC in 2025 "There is nearly 400 years of history in this Guard". ==Personal life==