A system configured to facilitate brokering hybrid cloud services selects information requests for characterizing an information technology application. The system responses to the information requests and determines a plurality of sets of the responses each used for deriving a value of a respective one of a plurality of factor functions. The system determines a plurality of assessment results each derived using values for of a respective set of the factor functions. Each one of the assessment results characterizes a respective aspect of deploying the information technology application within a cloud environment.