To return to your question,
"How does one determine if the pupil is in need of a multi-trial learning experience, or if one-trial learning has occurred?"
In this case I doubt the self-satisfied perp could stand another such learning experience.
All very well and good, then. But what happened to the dog in the story? "The Case of the Missing Puppy?" I suppose we're lucky the "female" in the story was not a cat fancier.
The ‘dog napper’ was most fortunate he did not encounter an enraged ‘cat lady”. Those things make “The Female Of The Species Is More Dangerous Than The Male” a masterpiece of understatement.
That dog napper might have needed surgery far more if a cat lady purse had impacted him . . .