Abstract: Systems and methods that intelligently download media files from a repository to a portable device of a user (e.g., cell phone), via an intelligent download engine and based on likelihood that such downloaded files are of interest to the user. Accordingly, from a user's perspective a seamless access to music depository is provided (e.g., typically all files of the depository seem to be virtually present on the portable device), and a user's manual interaction (e.g., selection of files based on memory requirement of the portable unit) is mitigated.