A director of the club, who was brought in initially by Sir Alan Sugar to help his exit from the club in the sell-out to the English national Investment Company (ENIC), then rose to Vice-Chairman of Tottenham Hotspur before moving on and suffering great financial loss.

Was given the property portfolio at Tottenham as they sought to establish a state of the art training facility and the relocation of a new stadium.

Leaving school at 17, his first job was in a surveying company and worked for Mike Ashley's Sports Direct sports retailers at a later date. 

Left Spurs to concentrate on his property empire, but was soon tempted back into football by his friend Mike Ashley, who bought Newcastle United and Kemsley became a director there.  Featured on Sir Alan Sugar's BBC TV show "The Apprentice" in which he interviewed potential applicants for the post.

Unfortunately, his Rock Investment company property company, which he founded in 1995, collapsed in 2009, when it was hit by the slow down in the property market.  The company had bought Selhurst Park (the home ground of Crystal Palace), Leamington Spa's Regency Arcade, the Burberry headquarters in Haymarket, the Anchor retail park in Burnley and two tower blocks in Manhattan, as well as villas in Turkey.  The company had been worth £500 million and had been allowed to have an amount of debt equal to the value of the company by HBOS.  He had made a killing on buying 27-35 Poultry - an address in the City of London - for £40 million and then selling it to a former Russian minister, for £72 million.

Daniel Levy (Spurs Chairman) was a director of Rock until just before the collapse of the company and Joe Lewis (chief investor in ENIC) was one of the founding investors in Rock.

In 2009, his personal fortune was estimated at £180 million by the Sunday Time Rich List.

He was not a stranger to the courts, being involved in litigation by Spreadex, the spread betting company who took bets from him before the collapse of Lehmann Brothers bank on it recovering and he was also taken to court when he advised Chelsea midfielder Frank Lampard on a foreign exchange deal that went wrong.

In 2010, Kemsley was living in America with his wife Loretta and their two children, where he established himself as Chairman of the New York Cosmos soccer club and installed Pele as Honorary President.