All right, well I've been the owner of said iPod for a good couple of years now, and while I've enjoyed it for the most part, there has been one aspect that's always annoyed me to no end. Once files are put on the iPod, they are (without outside help or lots of patience) damn-near impossible to take off of the drive. Roach motel, I referenced this in another post on here some time ago. Songs check in--they don't check out. So, I received a 128MB MP3 player from a friend a long while ago, and while it's greatly dwarfed by my 30GB iPod Video, it does not have the roach motel aspect the iPod does. You drag the files into the root of the drive, and it plays both in the computer and on its own. And you can drag them out afterwards, no problem. What I have to do for taking out files of Mr. iPod is... First, open Winamp. Now, I go to "add folders" and select the entire Ipod_Control hidden folder. I wait a few minutes, and then it gives me a very badly sorted list of songs. I use Jump to File to find the song I want, then I open the tag editor/edit info page, copy the file address in my drive, and either paste it into a zip file (add files to archive) or open up my iPod drive in Windows and then hunt down the song in question. And that's sometimes a daunting task given how every file is given four random letters, and then stuffed into a hidden file with F and two numbers afterwards. Okay, so point of topic is this, a question: Simply, what can I do with my iPod to get it to do what I want? Namely, so that I can stuff individual files (or even files in folders) into the root of the drive so that I can not only listen to them at my computer, but also while I'm on the go without my laptop. Basically, the drag-and-drop play like the tiny MP3 player I got from my friend. I realize this is generally impossible given the structure of the system itself just not allowing this without hacking or the like. It'd be amazing if so, but at the very least, I still want what I bought to do what I expect it to, just to suck less at it. I wish pushing my two MP3 players together to get them to combine actually worked. I paid good money for this thing, and unfortunately what can be seen as a minor problem is just...irritating. It makes no sense to me, why is it like this? What I don't want to do is destroy, sell, or otherwise maim my iPod. Like I said, I paid good money for it, and I'd like to keep it..though, at the very least, I'd be willing to consider a trade though it's severely outdated and probably isn't worth more than a few bucks as it is. Of course, the trade would have to be for a drag-and-drop media player of comparable size. =P All I want out of this is just to get my iPod to somehow play files on its own and on my computer without having to use the bass-ackwards method of adding files through iTunes (and Winamp does it about the same way). Or, if no one is able to come up with a feasible solution, are there any media players on the market near or exceeding 30GB that feature drag-and-drop functionality? The whole reason I got this thing in the first place was because it had the best gigabyte-per-dollar ratio that I could find. I suppose if I can't do a damn thing with this, I can attempt to sell it and buy a new player of whatever good type. $250 a few years ago is still quite a bit to me, unfortunately. Seeing players offering now almost 3x that capacity doesn't sit well with me either. Sigh. And, thanks.