Blueprints for Thinking (3): Stop Asking How to Win

Most people ask:
“How do I win?”

Thinkers ask something else:
“How do I lose?”

They flip the question, making it simpler:
“All I want to know is where I’m going to die, 
so I’ll never go there.”
Sounds cold. Intriguing.

Most planning we do, work like this:
° Chase the upside.
° Map the win.
But rarely ask:
“What would make this fail?”

That's inversion.
Before the big YES, pause.
Ask:
“What would make this fail?”

Don't think you are being negative.
You're building safeguards to stay out of the ditch.

It isn't about chasing genius.
It's about avoiding stupidity on repeat.
Maybe that's the real edge:
See the trap before you're in it.

Try inversion on your next problem.
Flip the question.
See what everyone else missed.

Inspired by Charlie Munger
👉 Episode 4

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