Content is omnipresent and without content the Internet would not be what it is today. End users consume content throughout the day, from checking the latest news on Twitter in the morning, to streaming music in the background (while working), to streaming movies or playing online games in the evening, and to using apps (e.g., sleep trackers) even while we sleep in the night. All of these different kinds of content have very specific and different requirements on a transport—on one end, online gaming often requires a low latency connection but needs little throughput, and, on the other, streaming a video requires high throughput, but it performs quite poorly under packet loss. Yet, all content is transferred opaquely over the same transport, adhering to a strict separation of network layers. Even a modern transport protocol such as Multi-Path TCP, which is capable of utilizing multiple paths, cannot take the (above) requirements or needs of that content into account for its path selection. In this work we challenge the layer separation and show that sharing information across the layers is beneficial for consuming web and video content. To this end, we created an event-based simulator for evaluating how applications can make informed decisions about which interfaces to use delivering different content based on a set of pre-defined policies that encode the (performance) requirements or needs of that content. Our policies achieve speedups of a factor of two in 20% of our cases, have benefits in more than 50%, and create no overhead in any of the cases. For video content we created a full streaming system that allows an even finer grained information sharing between the transport and the application. Our streaming system, called VOXEL, enables applications to select dynamically and on a frame granularity which video data to transfer based on the current network conditions. VOXEL drastically reduces video stalls in the 90th-percentile by up to 97% while not sacrificing the stream's visual fidelity. We confirmed our performance improvements in a real-user study where 84% of the participants clearly preferred watching videos streamed with VOXEL over the state-of-the-art.