Winggo, yes you are getting closer! Be advised though that you should not have all your digital audio files in only one place. Keeping two copies in two different places is highly recommended by everyone. When I use my laptop's internal CD drive to rip a CD using dBpoweramp, I rip a FLAC copy to my laptop's harddrive as well as a WAV copy to an external USB drive. This gives me a backup of everything if one or the other of these drives should fail.
As for the DAC, you don't want to rely on the DAC built into your laptop's soundcard (quality just not good enough) so you are correct to be thinking in terms of needing some other DAC as part of your solution.
As for the "digital music player" you just need to be sure that you have a workable way (be it USB cable, Ethernet cable, or WiFi) for the device that performs the playback function to access your audio files from wherever you've stored those files. And as you've already gleaned your solution also needs some kind of visual interface (often an iPad) that allows you to browse your audio files wherever you've stored them and select the ones that you want the "digital music player" component to play.