With all the capabilities ot add covers and such, how do people generally add bootlegs to their MP3 players? Using a generic picture of the band? Other suggestions?

Thinking about picking up an IPod classic 120GB or a...God help me...Zune 120GB. Want to know how others keep their bootlegs and rarities organized on their players...

I have a Pearl Jam folder
In that are subfolders with the albums and a bunch of bootlegs.

The album folders are their name with a number before them so they show up in order of release, not ABC order.
And at the bottom of my folder are the bootlegs. I name each folder zzzYYYYMMDD Location. For example, Mansfield 8/29/00 is in "Pearl Jam\zzz 20000829 Mansfield". The zzz is to keep them at the bottom of the list and all the bootlegs together.

Keeping your stuff organized has nothing to do with the player, just how the mp3's or whatever format you have are tagged.

I dont know if you can on IPod's but im sure most other mp3/mp4's you can just browse the actual hardrive and browse the folder of a shower you want to listen to and just start it. Thats if you have put the shows on in a tidy order.

For example:

I think I need a 160G iPod, just for my PJ mp3s

I do the concert dates like this on my iPod:

1992 09 12 Name of Venue and Town
1992 12 01 Name of Venue and Town
1993 03 14 Name of Venue and Town
2002 etc...

If you put them in years/month/date format they'll be listed in the order the shows were originally played. The studio stuff I just do alphabetically.

I found it really hard to find an mp3 player that could still browse by folder, oppose to browsing by ID3 tags. Not everything I have is properly tagged, so when mp3 players only sort based on tags it gets messy.

Ended up buying a samsung because it could browse by folder. In which cause when I just copy over the folder from the computer to the mp3 player. I don't use cd cover files or anything, I can find the bootleg just by the searching my pearl jam directory on the player.

I organize first by artist then by year-city, ie 2003-05-03 State College.

I try to find album cover art to drag over to the artwork section, but for years like 2008 I will just use a general logo.

I use rockbox on my 5th gen ipod. Just drag directories full of flac files to it.
Don't need to convert or tag anything, just drag and drop in the format I download in.
Rockbox plays the files in order, gapless.
I'd rather have a couple dozen shows handy in flac format than hundreds of shows in MP3 format saturating my itunes library.
It'll play MP3s too (or really any format).
So I just reboot the ipod into rockbox, listen to a show, and reboot back into regular ipod mode when I'm done.