This essay explores the experiences and debates surrounding preparatory schools for Chinese students in the United States at the turn of the twentieth century. These institutions attempted to expand educational opportunities for poorer Chinese students who might otherwise not have had a chance to go to school; however, most of these children also had families in the United States, who supported their children's education but also needed their help to sustain their families. American laws banned most forms of Chinese immigration, and families had to carefully maneuver through federal policies to enter the country as students, often turning to European Americans-who were invested in expanding U.S. involvement in China-for support. Because of anti-Chinese sentiments, consular and immigration authorities questioned these programs, making them difficult to sustain. Ultimately, the interactions between immigration and consular officials, education boosters, and Chinese students were integral to the development of preparatory schools for other international students in the twentieth century.