
As noted above, this looks best in Stella or Wendy with Leo, where you can leverage the -1 difficulty more than once. It's not terrible in anyone who can take it, but it gets better with more actions.
There aren't that many "at the start of your Turn" tests, so the "During or before" usually triggers only once. (It might make playing "A Thousand Shapes of Horror" unpleasant, but you are unlikely to have bought 2 of these before the second scenario).
Wendy could try to get extra actions with .41 Derringer (2) (unlikely with her ) or Haste. Quick Thinking works (assuming you play it during your turn; if you play it during someone else's turner Quick Learner doesn't have any affect at all).
I do wish there was a way to synergize this with Eldritch Sophist, just for the chess theme.