A method and/or computer system evaluates an architectural fit of a business software application employed in an enterprise. A defined rating system establishes a rating of how effective a business software application is in meeting pre-determined requirements for each one of a set of business technology factors. An architectural fit analysis evaluates an architectural fit of the business software application based on inputted rating values. An analysis report is generated based on the architectural fit analysis, and a software application that provides the best architectural fit is installed.