Cram was born and raised in Chester, Vermont, to a Scottish immigrant father, and a German immigrant mother. His father died before Cram turned four, leaving him the only male in a family of five. He grew up on Aid to Dependent Children, and learned to work at an early age, doing jobs such as picking fruit, tossing newspapers, and painting houses, while bartering for piano lessons. By the time he turned eighteen, he had worked at least eighteen different jobs.