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SUBMIT YOUR IDEAI think the single tool would work, but I am trying to get my head around iterative macros and regex so...
Here's my solution, although perhaps there's been an Alteryx update that has invalidated this challenge, since I feel like I must be missing something:
[0-][0-9]?/[0-9][0-9]?/\d\d\d\d \d:\d\dwhich tagged all rows which had single-digit hours.