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Sherman was born in Chicago, to Percy Copelon and Rose Sherman. Percy was an auto mechanic and race car driver who, like his son, suffered from obesity (he weighed over 350 pounds), and died while attempting a 100-day diet. His family was Jewish. Sherman's parents divorced when he was in grade school, and the son adopted his mother's maiden name.

Sherman devised a game show he intended to call I Know a Secret. Television producer Mark Goodson used Sherman's idea and turned it into I've Got a Secret, which ran on CBS from 1952 to 1967. Rather than paying him for the concept, Mark Goodson-Bill Todman Productions made Sherman the show's producer. Sherman was reported to be warm and kindhearted to all who worked for him. However, differences occurred between Sherman and anyone who was in a position to try to restrain his creativity. As producer of I've Got a Secret, which was broadcast live, he showed a fondness for large-scale stunts that had the potential to teeter on the brink of disaster. He once released 100 rabbits onstage as an Easter surprise for the Madison Square Boys Club, whose members were seated in the studio. The boys were invited to come up onstage to collect their prize. Although the resultant melee made a good story, it did not necessarily make for good TV.  The relationship between Goodson, Todman and Sherman became strained when he proposed that Tony Curtis teach the panel how to play some games he had played as a child growing up in New York City. However, Curtis had never actually played any of the games that Sherman had brought the props for. The props for Sherman's concept failed and the spot, which aired June 11, 1958, was a disaster and Sherman was removed as producer. Despite this, Goodson and Todman invited Sherman back several times as a guest on their shows in later years after he achieved celebrity status following the release of his albums.  Sherman also produced a short-lived 1954 game show, What's Going On?, which was technologically ambitious, with studio guests interacting with multiple live cameras in remote locations. In 1961, he produced a daytime game show for Al Singer Productions called Your Surprise Package, which aired on CBS with host George Fenneman.
Allan Sherman