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Galeg,
I'm not sure exactly what you're trying to do with the custom columns, but if you select only those books that need a specific answer (Y only, N only, Purple only, 42 only, etc) then you can use Edit Metadata in Bulk's Search and Replace tab to fill the column with a specific value.
Just be very careful what you do there. Once you press the OK or Apply button, the changes are made without further warning. It is possible to garble your metadata in this manner if you're not really careful. Particularly if you're using Regex.
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