A portable digital voice recorder is interfaced for data communication with a personal computer. Voice data files are stored in the portable recorder together with header data which indicates the status of the voice data files. In response to a batch upload command, selected ones of the voice data files are uploaded to the personal computer, depending on the status of the voice data files as indicated by the status data. Graphical user interface software running in the PC causes the PC to display icons indicative of voice data files stored in the portable recorder. The header data in the portable recorder may be changed by operation of the PC's graphical user interface. For example, file designations indicated by header data in the portable recorder may be changed by editing corresponding fields displayed by the PC.