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Was able to solve using most of my usual suspects (Cross-Tab, Text to Columns), but managed to get away from using multiple filter or sample tools by switching to the Select Records tool, which I have never used before... seems to me a good solution as long as the data structure doesn't change. But probably not a great solution if additional columns were ever added to the source data. Would need to think more dynamically in that case, perhaps using Multi-Row Formulas or parsing Formulas + Tiles?
Solution attached. On the JSON parse, I used the option to 'Output values into data type specific fields' which led to a slightly different solution. The Dynamic Rename used in provided solution looks useful. I'll keep that in mind.