Knowledge of the interactions between soil systems, management practices, and climatic extremes are critical for prescription-based sustainable practices that reduce environmental pollution/footprints, disruption of food supply chains, food contamination, and thus improve socio-economic wellbeing. Soil quality status and dynamics under climate change present both a hazard which may not be remedied by simply adding chemicals or improved by crop varieties, and an opportunity (e.g., by indicating impact of a shift in land use) although the specifics remain debatable. This entry not only revisits the science of soil quality determination but also explicates on intricacies of monitoring using big data generated continuously and integrated using the “internet of things.” Indeed, relaying credible soil quality information especially for heterogeneous soils at field scale is constrained by challenges ranging from data artifacts and acquisition timing differences, vague baselines, validation challenges, scarcity of robust standard algorithms, and decision support tools. With the advent of digital technology, modern communication networks, and advancement in variable rate technologies (VRT), a new era has dawned for developing automated scalable and synthesized soil quality metrics. However, before digital technology becomes the routine tool for soil quality sensing and monitoring, there is need to understand the issues and concerns. This contribution not only exemplifies a unique application of digital technology to detect residue cover but also deliberates on the following questions: (1) is digital agriculture the missing link for integrating, understanding the interconnectivity, and ascertaining the provenance between soil quality, agronomic production, environmental health, and climate dynamics? and (2) what are the technological gaps?