A system and method for digital image generation, delivery, and management is provided. The automated image generation, delivery, and management system and method serves processed images over a network. A requesting application provides a URL in addition to field values. The image delivery system retrieves and serves an image based on the requested URL. A sized image and a default image are saved in a database for rapid retrieval. If the system can generate an image sized to the request, it does so. Otherwise, the system visits the URL to obtain a snapshot of the rendered webpage. If no webpage is available with the URL as provided, the URL is truncated until a displayable webpage is rendered.