My personal opinion is this: if you are buying hirez tracks (realizing HDTracks sells redbook too), then don't play them in native iTunes. Use a good player like Pure Music, Amarra, Fidelia, Decibel. The first two (PM and Amarra use iTunes library and GUI so your remote capabilities and storing in iTunes is unaffected). The other two can access your iTunes library anyway. Also, don't worry about conversion; it's simple. FLAC is only used cuz the downloads are smaller (FLAC is compressed lossless) and metadata can be included. I'd personally convert to a good lossless format (wa, aiff, Apple lossless) rather than install new software to fool iTunes into playing FLAC. FLAC is not magical! It's a good storage method, though (small and very friendly to tagging) so don't delete those FLAC files, keep them as backup.