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When we added a new nested directory A/C we missed out updating what it's sibling is, which therefore returned 'None'. This was included in the list of files that could be persisted, throwing a None type error. So the fix was to return the right sibling.
Whenever a new level of nesting, file or directory is added to Ace, ensure that you update their parent and sibling in the definitions Parent() and SiblingOf().