This essay examines seasonal rural work as part of the survival strategies of rural and urban households and individuals in the Midwestern United States. Using workers' memoirs and data from government investigations, the lives of so-called “hobo” workers are examined in relation to communities, labor markets, gender and sexuality, and class formation. “Hobo” was a colloquial term for seasonal migrant workers; most were young, immigrant and US-born men of European ancestry employed in crop harvesting, logging, mining, railroad construction, and other short-term jobs. The seasonal labor market drew together a heterogeneous workforce including farm owners, farm laborers, displaced industrial workers, and young men seeking adventure, as well as criminals, marginally employable drunkards, and disabled men. The essay traces the lives of individual workers, explains labor market structures, and places the mostly-male seasonal workforce in the context of families and communities. The history of rural work in the Midwestern US confounds notions of class formation that posit a one-way trip from peasant to worker, and suggests the ways in which theories of class formation have leaned too heavily on an unexamined image of rural life.