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It's awfully literary. It reads like James Joyce attempting to convey advice about effective leadership for technical teams. In my opinion, it's an obnoxious, pretentious approach to writing about practical subjects, but I may be in the minority.
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It's the writing of someone who has been writing articles like this for decades now, instead of your average blogger or journalist. Just enjoy the difference.
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Can confirm! I've been reading Rands for 20 years now
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I love how he went back and updated some of his older but still relevant writings, like https://randsinrepose.com/archives/nadd/.
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I think it's just a characteristic voice. Just like you can tell Vonnegut, DFW, or Palahniuk from a couple paragraphs, Rands developed a pretty distinct sound.
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To me, as a non-native speaker it feels like a series of interruptions and focus changes with no natural flow. Hard to follow.
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This is just how he writes. Busy-executive-bullet-point style. Its not AI.
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It's that opening paragraph.

> Coffee in hand, I sit down in the Cave. Any Tuesday during the work week, a sip, and I parse the calendar.

How many Tuesdays are there in his work week?

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Terminal LinkedIn brain
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Very. Short. Sentences. That’s AI
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its fucking rands. Jesus.
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AI is trained on but more importantly prompted to write in that style. It's not just annoying⸻it's a choice.
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Wrong. Look at the author's long history of posts.
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Look up the organizational chart meme. Look at Amazon's chart. You'll know what's off.
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