Systems and methods for providing user-selectable data when a user is on hold are provided. A communications system can automatically detect when a user is placed on hold. Additionally, a user can indicate when he/she has been placed on hold. After it has been determined that a user is placed on hold, the system can select adaptive information according to predetermined selection criteria and present that adaptive information to the user. A system can also generate contextual data which is related to the content of a current communication and use that contextual data (in addition to any predetermined selection criteria) to select adaptive information that is relevant to a user's communications. Contextual data can be generated before a user is placed on hold by analyzing a communications signal in order to identify keywords that are based on the content of that communication.