[1] He is lead non-executive director for the Cabinet Office board, campaign chairman of Heads Together, chair of The Prince of Wales's Charitable Fund, chair of the independent charity, the Food, Farming and Countryside Commission, and a trustee of The Institute for Government.

Cheshire was educated at The King's School, Canterbury, and graduated in economics and law from Christ's College, Cambridge in 1980.

[2] Cheshire's first job was with Boston Consulting Group, before working for Guinness, as Ernest Saunders' executive assistant, and Sears, before joining Kingfisher as strategy director in 1998.

[citation needed] In 2012, Cheshire won The Guardian Sustainable Business Leader of the Year award.

He was also the senior independent director of Whitbread plc until 2017 and the chair of the advisory board of the Cambridge institute of sustainability leadership until 2015[citation needed] In January 2016 he was nominated as chairman-elect of Debenhams, the international department store group.