A method, apparatus, and computer-readable storage device includes functionality for analyzing a streaming video schedule for one or more scheduling gaps and for streaming supplemental content to fill the one or more scheduling gaps. The streaming video schedule comprises a list of start times, end times, and titles to video segments to be streamed over a computer network. The supplemental content may comprise paid or free content and may be provided by a live linear video stream, a data storage device storing video on demand (VOD) content, digital video recorder (DVR) content, a media server, a content delivery network server, a capture video device, or any combination thereof. Particular embodiments include truncating the supplemental content to fill specific gaps in the streaming video schedule, receiving user input for matching and/or search functionality to select supplemental content for streaming, and/or the like.