Need Help Getting an Old MP3 Player to Play Nice With Modern Computer - 2000s Music Media Enjoyers, Please Advise

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Tea Spiller
kiwifarms.net
Joined
Sep 27, 2023
This might be a bit of a longshot, but I asked around 4chan and gotten mixed responses. Feedback would be appreciated, especially from people who have experience working with those old MP3 players:

I got a hand-me-down MP3 player as a birthday present a while back, but didn't pay it much attention until recently. It's a Walkman NWD-B103 model from about 2006, plays music and lets me record audio too. Very small and handy device, still works and got a shit ton of old music I would like to transfer on my computer if nothing else. Problem starts when I try to plug it into my Computer.
Here are some links for reference before I continue:

First things first, due to how outdated the software on the device is, it seems that no OS past Vista is able to read it, unfortunately I am well past that and run a more modern Windows OS. My computer doesn't read the MP3 player and reads it as "unknown device, descriptor request failed" and sometimes shortly after it detects it disconnects the device. Uninstalling the device from control panel/hardware manager and restarting the computer does nothing, Windows cannot detect driver updates automatically and ironically enough, despite one of those links offering a software update(from 1.1 on my device to the latest 1.3) I cannot install it since the software that updates the MP3 player cannot detect my Walkman either. There is another piece of software that supposedly makes transferring software both ways easier, I assume it's some sort of a UI interface, but again it does not work unless the computer detects the device being plugged in.
So you see, it's a bit of a catch 22, I can't update the device or do anything with the data on the MP3 player until the software has been updated but I cannot update the software until the computer detects the device. The other alternative is that the computer is simply too new to read the device and is confused by it, I had a similar experience with a Windows 7 laptop a friend owns, but sadly I do not know anyone who still runs Vista or older, for whom the MP3 player should theoretically work.

I have a few avenues on how I can go about this, I've been thinking of firing up a virtual machine with Windows XP to see if it would read the stick, that would confirm if the issue is with the software my computer runs on or the MP3 player itself. Alternatively, 4chan suggested running Linux, but that's their go-to suggestion for anyone who runs windows, apparently Linux has a better USB detecting software and could help me out. Another option is that the USB stick part of the MP3 player is simply malfunctioning due to old age, that certainly has to be factored in but I doubt it considering that my machine was able to detect it and that attempts to run the damn thing were made by my uncle as far back as 2020 and 2021(confirmed by looking into the properties and boot up history). Either way, if there is someone who knows their way around old tech in my area, it would definitely be an option as well.

I want to hear what people here think, with how big the Kiwi community is I assume somebody here has to have some experience with old MP3 players like this. I would definitely love to get this thing working, a thumbstick sized MP3 player with a GB of space and a recording player is a dream come true. I don't want to use the smart phone as an MP3 player wherever I go and want to listen to music, I have in fact refused to use my phone as such(which did, admittedly made me appreciate nature more), so this would be a nice little utility, plus keeping old technology alive is always cool. The device is fully working right now, except I can't get the computer to recognize it when plugged in(again, unknown device and descriptor request failed). Considering the rather decent state of an old piece of hardware like this, I want to take stock and consider my options before I take any avenue of action, not like the thing is scrap and the only thing I can do is throw it away or spend money trying to rebuild it, problem either lies in software or maybe a repair job on the MP3 player's USB jack at worst.
 
I have a few avenues on how I can go about this, I've been thinking of firing up a virtual machine with Windows XP to see if it would read the stick, that would confirm if the issue is with the software my computer runs on or the MP3 player itself.
What has prevented you from doing this? Seems like the obvious solution.
 
What has prevented you from doing this? Seems like the obvious solution.
I am planning to do this later today, but I was wondering if I am missing something. Still not sure if the problem lies with aging hardware of the USB stick or simply the new computer being confused by the device, maybe someone else had experience with this happening to them(especially since a 4channer responded that their old MP3 player was behaving EXACTLY like this right before it gave up the ghost. Mine is still working, as of now)
 
This is a bit of a crazy idea but it might work.

Install VMware Workstation Player, and set up a Windows XP VM. With VMware Workstation you can make it so that USB devices that are plugged into your PC can be passed through into the VM, so the guest OS can communicate with it directly, as if it was natively plugged into the guest machine.

Though there's still the issue of the host OS having issues with even detecting the device in the first place, but maybe it's worth a shot.

If you need a WinXP ISO with a key, here's a link: https://massgrave.dev/windows_xp_links.html
 
Alternatively, 4chan suggested running Linux, but that's their go-to suggestion for anyone who runs windows, apparently Linux has a better USB detecting software and could help me out.
If you have a spare/cheap USB drive, you can install linux to that and run it from there. If it works, great. If not, unplug the USB and boot to windows as normal. Though a virtual machine might work just as well?
 
There is also the option to do Windows to Go with XP. It's like the same thing as a Linux live usb. Here's a link. Not sure if it mattesr with modern hardware or what you have, but I know moderns Ryzens dropped support for anything below Windows 10.
 
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Did you ever get it working?

I think this is more likely to be a USB hardware compatibility issue than a software problem. Most MP3 players from that era would act like a standard USB Mass Storage Class Device that lets you copy music files using Windows Explorer without needing to install or run any special software. Have you only tried plugging it in to USB version 3 ports? Try connecting it to a computer with a USB version 2 port instead.

Just to confirm I was remembering how these things work correctly, I pulled my old ~2008 era Philips MP3 player off the shelf to do some testing. It had been sitting unused over 10 years. After I replaced its AAA battery I plugged it into my Windows 10 desktop system and could see all the music files on it. There was a software app for it that I had on my old Windows Vista desktop but I never needed to use it to copy music onto the MP3 player. I think the application was only used to upgrade the firmware and maybe do 1 or 2 other things that didn't involve copying files.

I also had a ~2005 era SanDisk MP3 player and I remember copying files to & from it worked in a similar manner. Just plug it in to a USB port and move files around like using a memory stick.
 
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