The project management in the area of Information Technologies (IT) has not proven to yield the results expected, as the failure rates have been documented as higher than success. One explanation for such results comes from the huge variants of what is called an IT project, so that there is no single method or “silver bullet” that can serve as an effective tool in all situations. Recognizing the complexity of IT projects and the particularities of organizations implementing IT, the present article revises the literature in ITPM complexity, and proposes a customizing method to choose tools and techniques for IT project management. The article's main purpose is the introduction of a construction logic of a method that collects data for the application of a content-based filtering technique to produce recommendations of bundled tools, based on project characteristics and organizational contexts.