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So the issue was solved. It appears the "iTunes" folder that is created automatically when you use iTunes to organize your collection was causing the head unit to crash.
So quick recap:
Purchase 128 GB USB Flash Drive > Format Flash Drive to NTFS (for faster reading/write access) > Copy music collection to flash drive > First Indexing in the car takes roughly about fifteen minutes, and then you're good to go.
Thanks all for commenting, appreciate it!
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