Robotic assisted devices in gait rehabilitation have not seen penetration into clinical settings proportionate to the developments in this field. A possible reason for this is due to the development and evaluation of these devices from a predominantly engineering perspective. One way to mitigate this effect is to further include the principles of neurophysiology into the development of these systems. To further include these principles, this research proposes a method for grounded evaluation of three machine learning algorithms to gain insight on what modeling approaches are able to both replicate therapist assistance and emulate therapist strategies. The algorithms evaluated in this paper include ordinary least squares regression (OLS), gaussian process regression (GPR) and inverse reinforcement learning (IRL). The results show that grounded evaluation is able to provide evidence to support the algorithms at a higher resolution. Also, it was observed that GPR is likely the most accurate algorithm to replicate therapist assistance and to emulate therapist adaptation strategies.