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I have an idea, but do not know if it will work. I want to use Windows prior to XP, but, since Windows 2000 does not have a bootstrap method (at least, none that I can recall), I have decided upon using Windows 98.

I have two operating systems on this machine already, Ubuntu and Windows 10. I also have a separate Data Partition. Is it possible to run Windows 98 under Windows 10, as a program perhaps, or dual booted sharing one partition? Or would I need something more complex? Do I need another disc partition for Windows 98?

Note that I'm wanting to run it, when I bootstrap it, as the primary operating system on the bare metal, not virtualized.

Triple-Boot + 4 partition Limit is a similar question, but note that I'm choosing Windows 98 as my third operating system, not Windows XP. Similarly, How to Triple boot deals with Windows 7, not Windows 98.

Community
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Virusboy
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You need something more complex - running 98 "as a program" is kind of an oxymoron - it's an OS. You can run 98 programs in a 98 VM using something like VirtualPC (I don't know the specifics for Win10 as I've not yet played with it), but you can't really run "Windows 98" as a program by itself.

And given your edit to the question which crossed my answer, you just need a new partition to install 98 to so that you chain boot to it the same way you chain boot to Windows 10.

John
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  • Yes, you need a FAT16 partition if you want to bootstrap Windows 98 – Fabby Jan 30 '15 at 20:10
  • While I deny the fact 98 is a stand alone OS, you are right now the closest thing to a possible solution per bare metal. – Virusboy Jan 30 '15 at 21:11
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    Windows 98 is as much an OS as Windows 8 or Windows 2012. Or linux, or Mac OS X, or OS/2. If you seriously don't think it is, you don't know your computer history. – John Feb 02 '15 at 12:53