A method for confidentiality classification of files includes vectorizing a file to reduce the file to a single structured representation; and analyzing the single structured representation with a machine learning engine that generates a confidentiality classification for the file based on previous training. A system for confidentiality classification of files includes a file vectorization engine to vectorize a file to reduce the file to a single structured representation; and a machine learning engine to receive the single structured representation of the file and generate a confidentiality classification for the file based on previous training.