cmarti
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In that case you can use the Classic's 7th gen 160gb hard drive, it works great with your ipod (after replacing the ribbon cable too) That is pod cannot read the second platter on double platter driver like the 240gb one we use to upgrade the 5th and 7th gen iPod. So you should be good as long as you use a single platter drive.Something over 128. I'm sitting on 95 gb of media right now.
If yu use the 7th gen drive you will need to put some foam to prevent the drive from moving inside the ipod, the 7th gen iPod drive is slimmer.
You will need a TOSHIBA MK1634GAL drive found on eBay for $66 and the Apple iPod Video 5/5.5 Gen HD Hard Drive Ribbon.