Custom metadata - rules

Is it possible in Devonthink to have the item selected in a set determine which other set appears?

For example, I might have a custom metadata set called “Category” which contains “Personal” and “Work”. If I select “Personal”, then I would like a set of sub-categories to appear (e.g. invoices, manuals, letters etc), and if I select “Work”, then a different set of sub-categories.

Afaik: No. You can have nested tags, but not nested metadata

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No, this is not currently possible.