Help -- need Idiot's Guide to music server system

Squeezebox, FLAC, Mac Mini, lossy, lossless -- help, what does all this mean? I'm trying to find out more about taking a CD collection onto hard drive music server. Can anyone recommend a Beginner's Guide, whether online or in print? I'm not completely computer illiterate but I can't figure out the basic hardware needed. My main interest is not to broadcast music wirelessly to different rooms but to get a thousand-plus CDs into some more convenient and secure data storage system without loss of CD audio quality -- can it be done, and with what? If you can point me to an Idiot's Guide, I'd appreciate it.

If it matters, my current system (set up in a small listening room) is a Naim Nait 5i amp and Naim CD5i-2 player driving a pair of Spendor S3/5s. The rest of the room is filled with CDs. Thanks.