The present invention is directed to providing advertisements for playing on a mobile device based on previously provided information regarding the mobile device user. Information regarding the user is provided to a server, which is also in communication with advertisers that supply advertisements for playing on the mobile device. The server employs the user information to determine which advertisements might be suitable for the mobile device user. The determined advertisements may be cached/recorded on the mobile device for later playback or they can be provided in real time at a scheduled time for the playing of advertisements. Also, advertisements associated/included with the currently playing content could be suppressed in favor of the determined advertisements. Additionally, the currently playing content can be recorded while advertisements are playing on the mobile device; and then the playing of the content can be subsequently resumed from the point where the advertisements started playing.