Alone among the pin-up artists in being entirely self-taught, Billy De Vorss sold his first three published pin-ups to the Louis F. Dow Calendar Company in St. Paul about 1933.
Encouraged to develop his talent by Gene Sayles, the manager of Brown and Bigelow's Kansas City branch office, he soon received his first commission from the company.
After moving to New York he spent the next several years working for calendar publishing houses such as Brown and Bigelow, Joseph C. Hoover, and Louis F. Dow.
Covers for Beauty Parade and the King Features Syndicate as well as calendar commissions from the Osborne and Goes companies followed in the early 1940s.
In 1949, the artist illustrated a highly successful campaign for Botany Woollen's robes with depictions of handsome men lounging at home with their own De Vorss pin-ups.