High tunnels are a low-cost technology that can strengthen local and regional food systems and have been shown to help farmers extend the growing season and increase the yield and shelf life, and improve the quality of their crops. This study addresses a need for a better understanding of farmers’ experience with integrating high tunnels into their operations, to understand the human dimensions of high tunnel management. We present an analysis of survey and interview data to examine how farm characteristics affect the outcomes of growing specialty crops in high tunnels. Our findings show that farmers managing different types of farms have taken distinct approaches to integrating and managing high tunnels on their farms, with important implications for farm-level outcomes. We identify three types of farms commonly adopting high tunnels in Indiana: 1) alternative food and agriculture enterprises (AFAEs) are consumer-oriented, small-scale farms that sell their products directly to their customers in relationship-based market networks such as farmers’ markets and community-supported agriculture; 2) mixed enterprise farmers have larger operations and sell into both conventional commodity markets and direct markets; and 3) side enterprise farmers operate small-scale enterprises and their primary household income comes from off-farm employment or another business. Farm type is associated with divergent levels of time and labor investment, resulting in higher capacity use of high tunnels and greater financial return for AFAE farmers who make high tunnels central to their business, compared with mixed and side enterprise farmers who invest less time and labor into their high tunnels. We explain how farm characteristics and approaches to adopting the infrastructure shape farmers’ success and high-capacity use of high tunnels.