After studying at Brighton College and National Service with the 6th Royal Tank Regiment, Gold worked briefly in his father's bookmakers.
He attended the private Brighton College from 1940 to 1945 as a boarder, rather than a day boy, because he "wanted to feel more part of it".
He frequented the Nightingale and Crazy Elephant clubs where he met American actor John Wayne who helped him to pick up women.
Dolly's became fashionable and was frequented by some of the Beatles, the Rolling Stones, the Kray twins, David Bailey, George Best and Keith Moon.
[1][2] Gold, Lerman and Bill Ofner joined as business partners to open Tramp, a nightclub on London's Jermyn Street, in December 1969.
[1] It was positioned as an alternative to the smart supper clubs then in fashion and was named after Charlie Chaplin's comedic film persona.
He cultivated a reputation for discretion, banning photographs inside and preventing paparazzi and gossip writers from entering.
When a newspaper described Tramp as a disreputable club attended by "tarty little pieces", Gold sued and won damages.
[1] The club was popular with Jackie Collins who likened Gold to "an old whore, always there, always ready for your demands and always prepared to give you a good time".
[7] There was some concern among members ahead of the 2001 publication of his memoir Tramp's Gold but he maintained his discretion and it caused no scandal.