The first series finds self-made millionaire John Elliott going undercover in Kensington, Liverpool, to live on the equivalent of state benefit, Indian restaurant mogul Charan Gill living incognito in Thetford, Norfolk, and multi-millionaire Paul Williams taking his 20-year-old son with him to the Thorntree estate in Middlesbrough - one of Britain's poorest areas.
During the second series, philanthropist Gill Fielding has a life-changing experience in London's East End; club owner Terry George tries to live on the minimum wage in a poor Cornwall area; and London-based property magnate David Pearl volunteers at Queen Alexandra Hospital in Portsmouth.
As the prgramme returns for a third series, entrepreneur James Benamor returns to Moss Side, Manchester, where his teenage years brought him into contact with drugs and petty crime. The series also features businesswoman Kavita Oberoi swapping her lavish lifestyle to live undercover in Ladywood, Birmingham; property tycoon Nick Leslau going undercover to help people with severe disabilities in Glasgow; and haulage industry tycoon Hilary Devey incognito on the Falinge housing estate in Rochdale.
In the fourth series, entrepreneur Kevin Morley abandons his life of luxury for ten days to work as a volunteer on community projects in Haringey, north London. During the course of the series, recruitment tycoon Jonathan Hick goes undercover in Hendon, Sunderland, once home to a community of shipyard workers; property developer Rob Lloyd swaps rural Cheshire for Belfast; and IT entrepreneur Martin Stamp works as a teaching assistant in Hull and looks at projects aimed at engaging youngsters in learning.
Series five opens with blind businesswoman Liz Jackson spending eight days living incognito in south London. Next up is landlord Kevin Green, who swaps his spacious country home for a rented bedsit in Barnstaple, North Devon, and he is followed by businessman Tony Banks, who discovers the harsh realities of life on the streets in Anfield, Liverpool.