The asymmetry between the possibility space of success and the possibility space of failure means that if you want to experience certainty, aiming for failure is a better bet by far.

But there's a paradox in aiming for failure, as it's so underspecified. What do you *do* to fail on purpose?

Maybe you could attempt something impossible, by doublethinking yourself into seeing if it *might* be possible. Then you could satisfy whiny goal-directed mental modules without risk of unexpected success.

@Bert reminds me of a Douglas Adams bit: “the secret to flying is to throw yourself at the ground and miss.“

@Bert I think the complicating factor is that you can’t fail if you don’t try. (Unlike management mottos, I don’t consider opting out a real fail.)

@Bert it’s also hard to truly fail when you can pivot at last moment. Or say you successfully learned a lesson.

@Bert from agile software development there’s also “time boxing” where you plan to investigate for 4 hours and report back. Guaranteed success.


@Bert if you’re exploring the fringe of possibility space the only way to fail is to die before reporting in.

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