In this follow-up episode of If By Whiskey, Jason and Mark keep the conversation on A.I. rolling—minus William this time, but with even more whiskey-fueled skepticism. We dive deeper into what artificial intelligence really means for freedom, work, and wealth in a world where politicians think slapping a regulation on silicon chips is the same thing as “protecting” humanity. From cubicle-crushing automation to the possibility of robo-bureaucrats who never sleep, we wrestle with whether A.I. is the greatest tool of liberation since the printing press… or just the newest excuse for central planners to tighten the leash. Pour yourself a glass and settle in—this round is all about decoding tech hype, deflating utopians, and asking the question that really matters: will A.I. make us freer, or just make the taxman faster?

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