Systems, methods, and computer programming products for alleviating ambiguity amongst the terms and language displayed by the user interface of software products and services. The disclosed solutions catalog terms displayed by the UI of software and services and identify where overlapping terms with the same or substantially similar term names are presented by the UI but have different meanings than the software most familiar to the user. Natural language processing is leveraged to derive meanings of software terms using the context of the surrounding words and text elements within the UI, as well as product documentation, error messages, sentiment and other textual clues. Ambiguity among overlapping terms is alleviated by modifying the UI, highlighting differences in term definitions from the software or services a user is most familiar with using, and updating the UI in a manner that differentiates the overlapping terms displayed by accessed products or services.