A tool-tip presentation system for multimedia files. The tool-tip presentation system can be configured to respond to proximity events associated with a selected entry in a list of multimedia files such as screen captured images or complete audio files. Based upon the selected entry, a corresponding multimedia sample such as a thumbnail image of a screen captured image or an audio sample of the audio file can be retrieved and presented as a tool-tip. In particular, the tool-tip can be displayed in a position which is proximate to the selected entry. In this way, one who interacts with the list of multimedia files need not load each complete multimedia file in the list in order to determine the contents of the multimedia file. Rather, the multimedia sample in the tool-tip can suffice.