Food systems are facing increasing pressure to adapt to the local, regional and global implications of the climate crisis while reducing the environmental impacts of food production and retaining their competitiveness on increasingly connected agri-food markets. Many suggested aspects of a more resilient, sustainable model of food production are directly linked to decisions made on individual farms. However, there are known social-ecological traps that limit farmers’ capacity to break away from unsustainable paths. This thesis investigates the impact of trap dynamics on the incidence of sustainability transitions on Finnish farms – for example, transitions from animal to plant agriculture, or from monoculture to crop diversity. I use national tax records and interviews with regenerative farmers to identify patterns and circumstances that preclude farmers’ ability to carry out sustainability transitions, and to describe strategies used by regenerative farmers to enhance their agency and avert traps. My findings indicate that rigid governance and market structures, an increasing burden of debt and intensifying ecological pressures converge to create, sustain and exacerbate social-ecological traps. Finally, this thesis suggests that the existence of farm-level traps may hamper attempts to address food system lock- ins across scales, diminishing the system’s capacity to respond to shocks and changing circumstances.