Methods and apparatus, including computer program products, for matching software requirements against target system landscape descriptions and for applying rating metrics to intermediate results during the matchmaking process. Data are received as inputs describing the requirements and dependencies of a particular software application and the resources available in the target system that may be able to meet these requirements. These data are searched for combinations of system resources that will satisfy the requirements of the application as well as optimization metrics and other requirements supplied by the user. Once a match is found, it is given a rating and ranked against any other matches.