Contemplation of potential strategies to adapt to a changing and variable climate in agricultural cropping areas depends on the availability of geo-information that is at a sufficient resolution, scale and temporal length to inform these decisions. We evaluated the efficacy of creating high-resolution, broad-scale indicators of yield from simple models that combine yield mapping data, a precision agriculture tool, with the normalised difference vegetation index (NDVI) from Landsat 5 and 7 ETM+ imagery. These models were then generalised to test its potential operationalisation across a large agricultural region (>1/2 million hectares) and the state of South Australia (>8 million hectares). Annual models were the best predictors of yield across both areas. Moderate discrimination accuracy in the regional analysis meant that models could be extrapolated with reasonable spatial precision, whereas the accuracy across the state-wide analysis was poor. Generalisation of these models to further operationalise the methodology by removing the need for crop type discrimination and the continual access to annual yield data showed some benefit. The application of this approach with past and contemporary datasets can create a long-term archive that fills an information void, providing a powerful evidence base to inform current management decisions and future on-farm land use in cropping regions elsewhere.