Systems and methods that effectuate synchronized advertisement playback across navigation experiences and transitional states, are provided. In an aspect, a system includes an advertisement component configured to play a pre-roll media advertisement associated with a first media item prior to playing of the first media item, a request component configured to receive a request play a second media item prior to completion of the pre-roll media advertisement, and a streaming component configured to initiate playing of the second media item in response to the request, wherein the advertisement component is configured to continue to play the pre-roll media advertisement prior to playing of the second media item.