A computer-based method and apparatus transfer files from a source media to a destination media. In one embodiment, the presence of a source media in a source storage drive is detected. In response to the detection, a user is prompted to transfer files from the source media. Then, in response to user input, files are transferred from the source media to the destination media. In another embodiment, a user is prompted for a transfer session identifier. Data is then transferred from a source media to a subdirectory on a destination media. The subdirectory corresponds to the transfer session identifier. The method and apparatus aid in migrating computer data from one storage technology to another (e.g., from media based on an older technology to media based on a newer technology).