Enriching video-based content with additional content is enabled by defining metadata for a video comprising a place holder and matching attribute. When the video is viewed, a matching server is utilized to select an object to be inserted in the place holder according to the matching attribute. The matching server selects the object according to video content, represented by matching attribute, according to user related information, and according to type of place holder. The place holder may be utilized to dynamically insert an interactive object to the video. The inserted object may be seamlessly inserted to the video.