The Cashman family has been involved in various businesses and civic duties for generations. The late Jim Cashman, Jr. was the second-generation leader of Cashman Enterprises, a family-owned business that included car dealerships and heavy-equipment dealers. He was a strong civic and business leader in Las Vegas and Northern Nevada as well. His father, notable local businessman Big Jim Cashman, started Cashman Enterprises and served as a county commissioner in the 1920s. Big Jim was a man of many firsts, starting the first community celebration—Helldorado—the first automobile dealership, and the first highway to Nevada.

Jim Cashman, Jr., and sister, Tona Cashman Seifert, took over Cashman Enterprises in 1962, upon Big Jim's death, which included the Cashman Cadillac auto dealership and Cashman Equipment, a Caterpillar tractor franchise. He also served on the state's Public Works Board, was president of the United Ways Southern Nevada campaign, and was a founder of the Las Vegas Invitational golf tournament.

In 1979, Jim Cashman III became president of Cashman Equipment. Jim Cashman III served on many business and community boards, notably the United Way of Southern Nevada, Greater Las Vegas Chamber of Commerce, and Nevada Development Authority. Cashman III died of a heart attack in 1995, but his wife, MaryKaye, still operates the Caterpillar franchise. Tim Cashman, another son of Cashman Jr., purchased Cashman Cadillac Inc. in 1993, the only Cadillac franchise in Southern Nevada. In 1996, he became co-owner of Southern Nevada Harley- Davidson, Inc., and the partners still own several outlets today.