Five short cases, each one leaning on a different part of solving. Run them gently and just watch. The point is not his score, it is seeing where his thinking snaps, so you know what to lean into.
He sees only the question. You see what each one is probing, what to watch for, and the answer.
Plus a seventh you watch across all five: does he check his answer makes sense, or write a number and move on?
Whichever one snags most is what his missions lean into next. A wobble that clears with one prompt is very different from a hard wall, note which it was. And remember the rule: if he is rattled, drop a rung without comment.