Abstract: A method and system for providing an operational due diligence report for an investment. The method includes the steps of: identifying an asset class for the investment; issuing a due diligence questionnaire corresponding to the asset class; receiving a response thereto; verifying data and service providers information from the response; triggering data and verification flags, each flag having a binary decision-making condition based on the data and service providers information, if the condition is met, the flag is triggered; generating standardized text relating to each of the triggered data and verification flags, the standard text describing the rationale behind an associated triggered flag and the importance of the issue related to the triggered flag from an operational data perspective; generating a first version of the operational due diligence report; and providing the first version of the operational due diligence report.