A computer-implemented method for end-user initiated data-loss-prevention content analysis may include identifying an end-user application that handles content subject to data-loss-prevention policies. The computer-implemented method may also include receiving a request through a user interface associated with the end-user application to analyze selected content for data-loss-prevention policy compliance. The computer-implemented method may further include performing an analysis of the selected content for data-loss-prevention policy compliance. The computer-implemented method may additionally include providing a result of the analysis through the user interface associated with the end-user application. Various other methods, systems, and computer-readable media are also disclosed.