When designing technical systems, thermal modeling is usually required in addition to mechanical modeling. To ensure the highest possible model accuracy, the selected boundary conditions are crucial. In complex technical systems, the numerous solid-state contacts between the individual components are one such decisive boundary condition, which can be described by the thermal contact conductance. The contact pressure is known to be a very important influencing factor on this parameter. So far, the focus has been on the study of thermal contact conductance for moderate loads in the range up to 100MPa. However, there are some applications where this load range is significantly exceeded, such as at the contact point between tool and workpiece during the machining process. In this work, this contact is experimentally investigated for the material combinations of carbide (EMT 210) and various steels (nickel-based alloy Inconel 718, quenched and tempered steel 42CrMo4 and AISI 1045) using an analog test rig and an associated inverse evaluation methodology. In particular, the focus of this experimental investigation is on the loading range reflecting typical pressures during the machining process in the range of 210 to 1835MPa. This showed that the contact heat transfer coefficient increases more rapidly with increasing pressure and then tends toward a final value. In addition to the influence of the applied load, the influence of other parameters such as the surface roughness of the contact partners and material parameters such as thermal conductivity and hardness are also investigated as part of a parameter study. A clear influence of all parameters can be seen. By normalizing the results with the material properties, the results can be made comparable and similar behavior can be observed.