I also have too much time invested into ripping CDs to gamble with cloud storage. I've got a 1Tb mini SD card in my phone, and all its contents are mirrored in an external HD. (Phones can get damaged or lost.) I've found the DAC in the signal source makes a difference even in the lower end, non-audiophile world of cell phones. It's funny that there are no online reviews comparing DAC's across different phone producers.
Incidentally, I downloaded Media Monkey pro, and so far it's fine, except I don't see how I can play a higher level folder like I could with VLC. Example: I might have a folder for an opera and subfolders for the individual CDs. In VLC I could select the opera folder to be played, and the player would go through each of the CD subfolders; this would be useful in a long car trip, eliminating the need to pull over and shift my attention to selecting a new folder to play. In MM it seems that one clicks on the first track of a folder to play that folder, but that only works one folder at a time. Not a big deal but still a defect. I may need to switch back to VLC on occasions when I want more than 80 minutes of music without fiddling with the phone en route.
I gave up on using my phone for music when some of it disappeared into 'the cloud' and was unavailable without a cellular signal (a great deal of the US landmass, including the parts of Cupertino, Mountain View, and Palo Alto that I was passing through). I now use the Sony Walkman with an added 400MB mini SD card for travel purposes. It plays most formats, and sounds as good as the headphones or bluetooth system you might use.
I chose the Walkman as being the nearest I could get to the performance of an Ipod classic. I tag performances and individual tracks by artist(s) and composer. I can select on individual pieces (folder), artists, composers, . .
A particularly useful (to me) on a long journey is to play, for example, a single Schubert piano sonata by all the artists I have on the memory card. For both me and my wife Uchida comes out bottom by a long way. Depending on the piece different artists in different vintages seem to stand out in one attribute or another, good or bad.
All the ripping is done on a Lenovo PC running Windows 7 and EZ-CDDA. The SD card gets loaded from external drive arrays.
The Walkman plays any stereo format I've ever come across, from Ogg through mp.. through aac and flac, even ape. No doubt there are limits, there always are, and it doesn't do Dolby surround or SACD, but neither do my cars or headphones.