The lightheartedness with which Walter Chiari graced the screen was a defining trait in his life. It led to dramatic professional successes as well as personal travails that seemed better suited for one of his movies. Born Walter Annicchiarico in Verona to Pugliese parents on March 8, 1924, Chiari spent his teenage years excelling in sports, earning championships in boxing, bocce and swimming.

During the early 1940s, he worked as a radio technician and bank clerk. While at the bank, he became known for his imitations of Adolf Hitler, which ultimately got him fired. That proved to be a blessing in disguise, motivating him to give acting a try. He started out in theater while maintaining side jobs as a cartoonist and writer.