Organisations are increasingly aware of the impact of their behaviours on stakeholders, communities and on living systems. This awareness stems from the ever increasing evidence that all economic activity makes demands on the natural world through resource extraction and waste assimilation. Industrial agriculture makes huge demands on natural resources and produces prodigious amounts of waste in need of disposal. This case study examines how one large winery and vineyard has successfully made the transition from a traditional, singular focus on profitability to becoming initially a sustainable enterprise and more recently a regenerative company. The company has demonstrated that financial success, industry leadership, and brand and company recognition are optimally realised by committing to environmental wellness, community health, employee welfare and regenerative organisational design strategies.