Is there a way to go from a case-sensative partition to a case-insensitve partition without completely wiping the drive?

I've begun to notice that not all apps support case-sensitive partitions. I know that repartitioning or reformatting will just wipe everything and conversions don't usually work because of naming overlaps. But I had an idea. What if I created a second, case-insensitive partition? You see I have 100GB free. So if I create a 100GB partition, move 100GBs over, resize the partition into the new free space and repeat. Soon I would have all my files moved onto a new case-insensitive partition, and I could delete the old one and completely take it's place.
The only problem I see is the OS. I know the files won't mind the move, but the OS I'm sure is a problem. Maybe I could make the 2nd partition, install mac on it, and then move my other files over bit by bit, resizing the partition as I go. Is there a way to import my prefs and settings from an adjoining partition?
I just want to know what the problems with my idea might be. Is it risky? Am I a mad man?

Yes. Just select the volume in Disk Utility and select erase. Case-sensitivy is selectable. However, I've never understood the PC case-sensitivity usage and would never recommend it. Finally, AFAIK, the OS handles either.

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