Abstract: The invention relates to a system and method that allows for the labeling of images associated with a property damage insurance claim, the labels subsequently used to automatically generate documents associated with the claims adjustment process. More specifically, a claims adjuster uses a specialized interface to select sentence fragments and tags to generate labels for images and pictures of the insured's damaged property or to directly import into a claims estimating platform. The labels are then saved to a separate file and are later imported back into the program to be used to generate claims estimates, activity reports, and/or narratives. The invention automates and streamlines the claims adjustment process and provides the user with an all in one solution for documenting a claim and for creating the claims estimate and other documents needed to close the insurance claim. The system also allows an insured to access and enter information related to their policy or claims.