The most important first decision to make is what kind of format you wish to store your digital music. The best quality is "lossless" vs "lossy" (like MP3s). That could be WAV files, ALAC files, or FLAC. ALAC is proprietary to Apple, which would pose problems should you go with another operating system. WAVs purport to have higher quality, but you forgo the metadata that you get with FLAC or ALAC (ie the artist name, track name, album name, etc.).