Abstract: A system and method for guiding privacy-enhancing transformations are described. The system and method include a recommendation engine configured to identify sets of transformations to mitigate a privacy risk below a user specified threshold specified in-terms of privacy-risk score for a given input dataset while keeping the utility of the dataset above the user-specified utility threshold specified in-terms of utility score. A simulation engine configured to simulate the identified set of transformations from the recommendation engine on the dataset to determine the optimal application of the plurality of transformations for maximizing the utility of the dataset, and output device to provide the optimized dataset with the privacy risk score and utility score.