James "Big Jim" Cashman was born to Benjamin Franklin Cashman and Ella Mary Stovall in Ladue, Missouri on December 16, 1884. Cashman moved to Searchlight, Nevada in 1904 and began working a variety of jobs until he opened an automobile garage in approximately 1910. Cashman later sold automobiles and operated in Searchlight until the mining boom halted around 1920. As a result, Cashman decided to move his business to the growing city of Las Vegas, Nevada. Cashman met his future wife, Leah Barker, in Las Vegas and they married in 1923.