This present application relates to delivery of data content across a mesh network of proxy servers based on network context. In some embodiments, optimal paths for delivering the application or data content are computed and selected dynamically based upon context of network traffic. In some embodiments, large data content, such as video content, is segmented dynamically based on network context to reduce delay between a request for the video content by a client device and start of playback of the requested video content at the client device. In some embodiments, a server determines a segmentation profile for segmenting the video content into a plurality of video segments each having a segment size determined based on link performance metrics, generates a manifest file referencing the plurality of video segments in a temporal order and provide the manifest file to a client device.