A software engine runs in a compatible mode with off-the-shelf word processors, e-mail programs and presentation development software and other document development software. The software engine is used for the security classification of sensitive or national security classified information in electronic and resultant hard copy document formats. The software engine ensures that the individual considers all informational portions of a document, that appropriate document marks are employed, that document marks in their electronic format are persistent and that all necessary information, such as classification guides, standards and security regulations, provided by the organization to classify information is at hand and immediately available. In addition to the document sensitivity or classification determination and marking support, the software engine tracks and controls documents and the electronic media storing documents. It also provides warnings and alarms, ad hoc document security analysis and reporting capability to system security administrators with respect to document or network events or captured information that may be indicative of risk to the information requiring protection. The software also provides the ability for an organization to centrally establish and control a security classification or sensitivity marking hierarchy for automated security classification support.