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Thanks to everyone who sent in condolences on my recent death from prostate cancer at age 68, but that was Scott Adams. I (Scott Alexander) am still alive1.
Still, the condolences are appreciated. Scott Adams was a surprisingly big part of my life. I may be the only person to have read every Dilbert book before graduating elementary school. For some reason, 10-year-old-Scott found Adams' stories of time-wasting meetings and pointy-haired bosses hilarious. No doubt some of the attraction came from a more-than-passing resemblance between Dilbert's nameless corporation and the California public school system. We're all inmates in prisons with different names.
But it would be insufficiently ambitious to stop there. Adams' comics were about the nerd experience. About being cleverer than everyone else, not just in the sense of being high IQ, but in the sense of being the only sane man in a crazy world where everyone else spends their days listening to overpaid consultants drone on about mission statements instead of doing anything useful. There's an arc in Dilbert where the boss disappears for a few weeks and the engineers get to manage their own time. Productivity shoots up. Morale soars. They invent warp drives and time machines. Then the boss returns, and they're back to being chronically behind schedule and over budget. This is the nerd outlook in a nutshell: if I ran the circus, there'd be some changes around here.
Yet the other half of the nerd experience is: for some reason this never works. Dilbert and his brilliant co-workers are stuck watching from their cubicles while their idiot boss racks in bonuses and accolades. If humor, like religion, is an opiate of the masses, then Adams is masterfully unsubtle about what type of wound his art is trying to numb.
This is the basic engine of Dilbert: everyone is rewarded in exact inverse proportion to their virtue. Dilbert and Alice are brilliant and hard-working, so they get crumbs. Wally is brilliant but lazy, so he at least enjoys a fool's paradise of endless coffee and donuts while his co-workers clean up his messes. The P.H.B. is neither smart nor industrious, so he is forever on top, reaping the rewards of everyone else's toil. Dogbert, an inveterate scammer with a passing resemblance to various trickster deities, makes out best of all.
The repressed object at the bottom of the nerd subconscious, the thing too scary to view except through humor, is that you're smarter than everyone else, but for some reason it isn't working. Somehow all that stuff about small talk and sportsball and drinking makes them stronger than you. No equation can tell you why. Your best-laid plans turn to dust at a single glint of Chad's perfectly-white teeth.
Lesser lights may distance themselves from their art, but Adams radiated contempt for such surrender. He lived his whole life as a series of Dilbert strips. Gather them into one of his signature compendia, and the title would be Dilbert Achieves Self Awareness And Realizes That If He's So Smart Then He Ought To Be Able To Become The Pointy-Haired Boss, Devotes His Whole Life To This Effort, Achieves About 50% Success, Ends Up In An Uncanny Valley Where He Has Neither The Virtues Of The Honest Engineer Nor Truly Those Of The Slick Consultant, Then Dies Of Cancer Right When His Character Arc Starts To Get Interesting.
If your reaction is "I would absolutely buy that book", then keep reading, but expect some detours.
https://www.astralcodexten.com/p/the-dilbert-afterlife
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