A computer-readable medium including instructions that, when executed by a processing system, cause the processing system to perform a method of operating a user application, the method comprising: identifying at least a first threshold quantity, an elasticity factor, and an indication of a threshold resiliency property; monitoring a content edit process of user content (115, 116, 117) in a user data file to identify a quantity of content elements among the user content that contain sensitive data corresponding to one or more predetermined data schemes; and during the content edit process: based at least on the quantity of content elements exceeding the first threshold quantity, initiate presentation of at least one annotation indicator in a user interface that flags the user content in the user interface as containing at least first sensitive data; based at least on the quantity of the content elements initially exceeding the first threshold quantity and subsequently falling below the first threshold quantity when the elasticity factor is applied on the first threshold quantity, establish a second threshold quantity based at least on the elasticity factor for removal of the presentation of the at least one annotation indicator; and based at least on the quantity of content elements initially falling below the second threshold quantity and subsequently exceeding the second threshold quantity when the threshold resiliency property is applied to the second threshold quantity, initiate presentation of at least one further annotation indicator in the user interface that flags the user content in the user interface as containing at least second sensitive data. identifying at least a first threshold quantity, an elasticity factor, and an indication of a threshold resiliency property; monitoring a content edit process of user content (115, 116, 117) in a user data file to identify a quantity of content elements among the user content that contain sensitive data corresponding to one or more predetermined data schemes; and during the content edit process: based at least on the quantity of content elements exceeding the first threshold quantity, initiate presentation of at least one annotation indicator in a user interface that flags the user content in the user interface as containing at least first sensitive data; based at least on the quantity of the content elements initially exceeding the first threshold quantity and subsequently falling below the first threshold quantity when the elasticity factor is applied on the first threshold quantity, establish a second threshold quantity based at least on the elasticity factor for removal of the presentation of the at least one annotation indicator; and based at least on the quantity of content elements initially falling below the second threshold quantity and subsequently exceeding the second threshold quantity when the threshold resiliency property is applied to the second threshold quantity, initiate presentation of at least one further annotation indicator in the user interface that flags the user content in the user interface as containing at least second sensitive data. based at least on the quantity of content elements exceeding the first threshold quantity, initiate presentation of at least one annotation indicator in a user interface that flags the user content in the user interface as containing at least first sensitive data; based at least on the quantity of the content elements initially exceeding the first threshold quantity and subsequently falling below the first threshold quantity when the elasticity factor is applied on the first threshold quantity, establish a second threshold quantity based at least on the elasticity factor for removal of the presentation of the at least one annotation indicator; and based at least on the quantity of content elements initially falling below the second threshold quantity and subsequently exceeding the second threshold quantity when the threshold resiliency property is applied to the second threshold quantity, initiate presentation of at least one further annotation indicator in the user interface that flags the user content in the user interface as containing at least second sensitive data.