The cowboys of the 101 Ranch were central to the ranch's operations and its famed Wild West Show, embodying the spirit and skills of the American West. Their expertise in horsemanship, cattle handling, and showmanship not only sustained the ranch's daily functions but also captivated audiences worldwide.

Founded in 1893 by Colonel George Washington Miller in Oklahoma's Cherokee Outlet, the 101 Ranch expanded to over 110,000 acres, becoming one of the largest diversified farms in America. After Colonel Miller's death in 1903, his sons, Joe, George Jr., and Zack, took over, each bringing unique talents that propelled the ranch's success. Joe's agricultural innovations, Zack's livestock management, and George's financial acumen laid the foundation for the ranch's prosperity.

In 1905, the Miller brothers launched the 101 Ranch Wild West Show, transforming their cowboys into performers who showcased their skills in roping, riding, and marksmanship. The show featured notable figures such as Bill Pickett, renowned for inventing "bulldogging," and Tom Mix, who later became a silent film star. These cowboys not only entertained but also preserved and promoted the traditions of the American frontier.

The Wild West Show toured extensively, performing across the United States and internationally, including for King George V and Queen Mary of England in 1914. Despite its popularity, the show faced challenges, including financial difficulties exacerbated by World War I, competition from emerging entertainment forms like cinema, and the Great Depression. These factors led to the show's decline and the eventual dissolution of the 101 Ranch in the early 1930s.

Today, the legacy of the 101 Ranch cowboys endures, commemorated by historical markers and the continued fascination with the Wild West era. Their contributions to ranching, entertainment, and American culture remain a testament to their enduring spirit and skill.