A method performed by a processing system including at least one processor includes applying a contextual filter to mask a portion of at least one of: an input of a software application, an output of the software application, or an underlying dataset of the software application, where the contextual filter simulates a limitation of a user of the software application, executing the software application with the contextual filter applied to the at least one of: the input of the software application, the output of the software application, or the underlying dataset of the software application, collecting ambient data during the executing, and recommending, based on a result of the executing, a modification to the software application to improve at least one of: an accessibility of the software application or an inclusion of the software application.