A communication device may participate in telephone calls. The communication device may allow a user to request transcription of a telephone call by prompting the user when the telephone call is completed. The communication device may display a call history user interface and, in response to a selection of a telephone call from the call history user interface, may request transcription of the selected telephone call. The communication device may include a dedicated transcription button that, when pressed, causes audio content of a telephone call to be sent to a transcription service. The communication device may display a preferences user interface via which a user may elect to have all incoming and outgoing telephone calls transcribed, all incoming and outgoing telephone calls to/from selected contacts transcribed, and/or have the communication device prompt the user about transcription when each telephone call is completed.