The content of organic matter in the soil, its labile (hot water extractable carbon–HWEC) and stable (soil organic carbon–SOC) form is a fundamental factor affecting soil productivity and health. The current research in soil organic matter (SOM) is focused on individual fragmented approaches and comprehensive evaluation of HWEC and SOC changes. The present state of the soil together with soil’s management practices are usually monitoring today but there has not been any common model for both that has been published. Our approach should help to assess the changes in HWEC and SOC content depending on the physico-chemical properties and soil´s management practices (e.g., digestate application, livestock and mineral fertilisers, post-harvest residues, etc.). The one- and multidimensional linear regressions were used. Data were obtained from the various soil´s climatic conditions (68 localities) of the Czech Republic. The Czech farms in operating conditions were observed during the period 2008–2018. The obtained results of ll monitored experimental sites showed increasing in the SOC content, while the HWEC content has decreased. Furthermore, a decline in pH and soil´s saturation was documented by regression modelling. Mainly digestate application was responsible for this negative consequence across all soils in studied climatic regions. The multivariate linear regression models (MLR) also showed that HWEC content is significantly affected by natural soil fertility (soil type), phosphorus content (−30%), digestate application (+29%), saturation of the soil sorption complex (SEBCT, 21%) and the dose of total nitrogen (N) applied into the soil (−20%). Here we report that the labile forms (HWEC) are affected by the application of digestate (15%), the soil saturation (37%), the application of mineral potassium (−7%), soil pH (−14%) and the overall condition of the soil (−27%). The stable components (SOM) are affected by the content of HWEC (17%), soil texture 0.01–0.001mm (10%), and input of organic matter and nutrients from animal production (10%). Results also showed that the mineral fertilization has a negative effect (−14%), together with the soil depth (−11%), and the soil texture 0.25–2 mm (−21%) on SOM. Using modern statistical procedures (MRLs) it was confirmed that SOM plays an important role in maintaining resp. improving soil physical, biochemical and biological properties, which is particularly important to ensure the productivity of agroecosystems (soil quality and health) and to future food security.