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I have the latest dash, but when I insert an original xbox disk (confirmed on wiki to be compatible) I just get an error to install additional software without any option or instruction as to what this software is.

The games were Fable: The lost chapters and GTA: Vice city. They were undamaged. Both show up on the List of Xbox games compatible with Xbox 360 wikipedia page. I have plenty of space on my 250GB hard drive.

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what game is it? is the disk damaged? can you try another xbox disk? did you confirm that it is OFFICIALLY compatible? – KiloJKilo Apr 15 '12 at 18:17
@KiloJKilo, updated with the information requested – Bob Roberts Apr 15 '12 at 20:56
Do you have a Hard Drive, or are you using memory unit for saving? – APrough Apr 27 '12 at 17:05
@APrough, I am using a 250GB drive – Bob Roberts Apr 30 '12 at 14:08
How is the network that you're trying to connect with setup? – FCTW Jun 3 '12 at 3:35

You could try downloading the compatibility pack here. I don't remember having to do this, I think it auto updated but that was years ago and maybe since the newer releases it wasn't something that was overtly needed so they didn't provide it automatically.

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