Aspects of the invention relate to a method, apparatus, and computer readable medium for determining software trustworthiness. In some examples, a software package identified as including at least one file of unknown trustworthiness is installed on a clean machine. A report package including a catalog of files that have been installed or modified on the clean machine by the software package is generated. Identification attributes for each of the files in the catalog is determined. Each of the files in the catalog is processed to assign a level of trustworthiness thereto. The report package is provided as output.