Haha, clever idea! I think this could be developed a lot further, but there are a few things needed.
1. A way to deduce how the players reason about the boss, so you can make the right improvements.
2. A way to figure out (at least partly) how your choices might effect the gameplay and in turn the heroes thoughts about the fight.
3. A slightly clearer picture of what happens in the fight, since now it all goes so fast I didn't understand much.
4. More feedback like audio, camera shakes, animations etc.
I realize all this is way too much to ask of a 48 h jam and I really think you did a good job with what's there already, just trying to add my thoughts in case you want to develope it mroe. Right now it feels like you just choose at random (though I achieved "masterpiece" on my second try 😁🏆😉