[quote name='Vinny']Get iTunes and use that to rip CDs. It's interface lets you for entering the same data for multiple songs. Like, if you ripped a CD from one artist, you can high all the songs on the playlist and enter the artist name, album title, etc. on every song. And then edit individual songs to put in names and such.
And yeah, don't use WMP for anythiing. Get VLC Player for all your media playing needs (it plays every format of video, even Quicktime, Real, and MPEG4).
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ugh, iTunes = crap.
If you want to rip audio CDs, use something like CDDA Ripper (fast), EAC (extremely high quality, but slow) or DbPoweramp (all in one encoder, slowish).
If you want to convert to mp3, use Lame with a front end. I use RazorLame for all of my eneds. THe usual CBR bitrate, the command line I use is: -b 192 -h, where -h = high quality and 192 = bitrate. For VBR, look at r3mix. If you want AAC, look at the FAAC plug in for dbpoweramp. I typically encode at q=150 (I noticed artifacts at q = 100). Stay away from iTunes for anything but connecting stuff to your iPod.