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The responsibility to ask is literally the point of Chesterton's fence in my mind; when something looks out of place, and you think it doesn't make sense, you need to ask and learn about it. Sometimes the fence genuinely is unnecessary, and you can then proceed to dismantle it, but other times it might be useful for surprising reasons; it might be a mitigation for an issue that would require a much more time-consuming fix; and it might sometimes genuinely be unnecessary. The point of finding out this information is that the correct action is different for each of them; taking down the fence is fine if it's genuinely useless, and leaving it alone is necessary if it's genuinely useful for reasons you didn't anticipate. In the middle ground where there's a better solution that would take more time, the correct action depends on the answer to a follow-up: is replacing the fence the most important use of my time right now? I've experienced all three of these situations before (and both possible answers to the follow-up in the third case), so I've found this framework helpful for how to deal with the fences when I come across them.
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How you ask the question matters just as much as whether you should ask it. Impressionable ears are everywhere and asking 'is there icecream in the house?' means that everyone is about to get a bowl or be upset.
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Yes, Chesterton clearly hadn’t started working at a job where he was responsible for the security or accuracy of a process. “Then Marge calculates the late penalties by hand and enters them into the system? It’s fine, she … has a method?Really?”
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Chesterton was talking about politics (public policy). And 'responsible for security or accuracy' well, have you heard of politics? If you haven't, don't look it up, it will just depress you.
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The point Chesterton is making isn’t that you leave everything alone. It’s just that you find out why something is there before you take it out. Find out my Marge calculates the penalties by hand. You may find that the program gets it wrong, in which case taking her out of the process would be a disaster unless you fix the underlying problem first. Or you may find that it’s completely pointless and you can go straight to using the automation. It’s not that you ignore it and leave it forever, just that you find out what’s going on before you start taking the axe to things.
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