Thanks for the feedback. Sorry to reply to my own post, but I'me serious about taking on this endeavor. I came up with an idea that should take care of at least the external program dependency part.
What if I:

1. Pushed all of executable files within a given directory structure into an array.
2. Parse each script contained in the crontab. If we have a match, push the match into a HoL, where key = script name, value = dependencies.
Does this logic seem sound?

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