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Could this work?

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If I created a dual boot situation on a Mac with a Windows partition, could I install True Image in the Windows partition then make an image of the entire hard drive and use that to restore both operating systems?
Just wondering.

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TIH would have to image the complete drive in sector by sector mode, which means you'd have an image exacty the same size as the native hard drive.

If you want to got his route, I would suggest only making one sector by sector and use that as a master, and then image the Windows partition only, where you can use compression and used sector methods.