Thanks. I had figured out that grammar induction was the right word to look for a while ago. (But took me a bit to find it.) I know the paper you linked to, but yes, it's not quite the right setup.
With a fixed guesser, that would encode all regular expressions / finite automata as sequences of binary digits. (But in a interestingly different way from just serializing the table for a DFA, or writing down the regular expression in ASCII characters.)
A classic algorithm for inferring regular expressions was given by Angluin: https://people.eecs.berkeley.edu/~dawnsong/teaching/s10/pape...
(This isn't quite the same setup as you're thinking of but there are a ton of variations on the basic idea)