I think when trying to orange pill someone, we often start with the solution, which most are not ready to hear because it's such a phase shift. I find starting at first principles and asking undeniable questions like 'if technology replaces labour, why do things continue to get more expensive?' tend to lead to a greater discussion.

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Sure, but depending on the programming that person has received, they might have bought the "corporate greed" line or something else. Takes work to undo the statism...

Spot on. My should-I-orange-pill-them formula is…

Degree of Time needed

influence X to deprogram

on my life this person

———————————————

Opportunity cost

of that “time required”