Simulating the CPTu response to changes in the current soil state allows geotechnical engineers to evaluate different scenarios and better predict the structure’s performance. Developed by the Universitat Politècnica de Catalunya, Centre Internacional de Mètodes Numèrics en Enginyeria and TU Graz, the Pocket G-PFEM is a numerical tool that simulates the CPTu in a homogeneous soil layer, adopting an updated Lagrangian description. Two types of cones can be simulated: i) the smooth cone, without lateral friction in the interface cone/soil, and ii) the rough cone, with lateral friction. The Clay and Sand Model is adopted as the soil constitutive model. This study assessed the software response to changes in the over-consolidation ratio (OCR) and compressibility parameters (λ and κ) in both cone modules. The rough cone analyses resulted in higher qt and u1 than the smooth cone, but no significant change was observed in u2 and u3. The Pocket G-PFEM could partially reproduce the expected behaviours from the literature, but u2 and u3 did not decrease significantly for high OCRs, and the rough cone could not adequately simulate the fs. Following the literature, qt was mainly sensitive to λ for the OCR = 1 and to κ for the OCR = 2, but an unexpected behaviour was observed for the OCR = 8 when changing λ and κ. The results show Pocket G-PFEM’s limitation in reproducing qt, fs, and u for high OCRs. It might be related to the adopted parameters, and different sets should be evaluated.