Paul Wilchinsky was born in New York City to Solomon Wilchinsky and Clara Fuchs. His early life was marked by a challenging childhood dealing with a leg injury from osteomyelitis which left him with a limp, but it also fostered a strong determination to overcome adversity, eventually shaping his path towards entertainment and invention.

While recovering from his childhood ailment, Winchell discovered an interest in ventriloquism. He honed his skills, initially using makeshift dummies. This pursuit provided an escape and a creative outlet, showcasing his talent for performing and manipulating his voice, eventually leading him to national recognition.