In one embodiment, a set-top box records playback content. The playback content comprises at least one frame that displays first media content and a first advertisement simultaneously. Moreover, the first advertisement is associated with an expiry date. The set-top box receives a selection to view the playback content on a viewing date and determines that the viewing date is past the expiry date associated with the first advertisement. When the viewing date is past the expiry date associated with the first advertisement, the set-top box updates the playback content by replacing the first advertisement in the at least one frame of the playback content with a second advertisement. The set-top box communicates the updated playback content to a display device. The updated playback content comprises at least one frame that displays media content and the second advertisement simultaneously.