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Yes, Win2K will recognise the player before the upgrade, but you need the MTP facility added to Win2K (from Microsoft) to do it. This is rather flakey, but it'll get the job done (even if it takes a couple of tries to get the file to transfer).
You may find the new iriver updater works with the MTP update from MS. I didn't have this available when I tried it. It'll either let you update or complain, so it's worth a try.
The ENG firmware files are for the US, same as for England.
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