There really weren't any all-in-one integrated ripping, encoding, library apps those days. You used three different apps. I remember using one (DOS command line) app for ripping, another (DOS command line) app for encoding to MP3, and then WinAmp for playing. I wrote batch files that would rip and encode a whole CD in one go, and that was about as advanced as it got. (It also took almost two hours to rip and encode one CD on my system, so I didn't do whole CDs all that often.)