Abstract: Disclosed is a server-based system allowing users to utilize photo-based documentation to capture, organize, annotate, and share collections of photographs and images. Photos and images are added to a Photo Set. Photo Sets belong to Teams. Teams have users with memberships. Each Photo Set also has membership groups consisting of users. Each membership group may have common and unique permissions that differ from other groups. Photos and images may be flagged and annotated to bring attention to specific portions of the photo or image. Photo Sets are stored and managed from a central server. When a user updates a Photo Set, the updates are sent to other members of the Photo Set. Users may use a mobile application on a smartphone or tablet to capture an image and add flags before the image is uploaded to the server. Typical camera images may also be captured, annotated, and uploaded from a personal computer. Standard flags or a combination of standard and custom flags may be used.