Pressman was born to a Jewish family in New York City, the son of Lynn and Jack Pressman, known as the "King of Marbles", who founded the Pressman Toy Corporation.
Pressman naceu no seo dunha familia xudía en Nova York, o fillo de Lynn e Jack Pressman, coñecido como o "Rei dos Mármores", que fundou Pressman Toy Corporation.