Automated detection of personal information in free text, which includes: automatically applying a named-entity recognition (NER) algorithm to a digital text document, to detect named entities appearing in the digital text document, wherein the named entities are selected from the group consisting of: at least one person-type entity, and at least one non-person-type entity; automatically detecting at least one relation between the named entities, by applying a parts-of-speech (POS) tagging algorithm and a dependency parsing algorithm to sentences of the digital text document which contain the detected named entities; automatically estimating whether the at least one relation between the named entities is indicative of personal information; and automatically issuing a notification of a result of the estimation.