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I'm wanting to install with a Live USB stick, but it already has an OS on it that's run for working at home. Can I have both OSs on it at once and choose which one I want to install?

EDIT: The OS that's already on my USB is Windows 7. Can I put the Ubuntu ISO on that same USB and install it without a problem?

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AFAIK, unless you make a multiboot USB, putting another OS in the same USB will not work. You can make a multiboot USB from ubuntu using MultiBootUSB or MultiSystem or follow the instructions here or here.

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