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May 1, 2025 123 mins

The epic, unfiltered three-part saga is complete!

In Episode 9 of Calculus of IT, Nate, Mike, and Kevin wrap up their marathon exploration of IT autonomy with a bang, a glass of red wine, and a healthy dose of existential dread.


 We connect the dots from AI’s autonomy paradox to the dystopian wearable future, from the “search paradox” to the real-life horror of onboarding your new director of biologics into a world of federated AI, proprietary prompt lexicons, and company-specific search models.

This finale covers:

  • The rise and fall (and rise again) of IT skills—and why “learning velocity” is your only hope
  • Why onboarding in 2027 might include an AI agent interview and a prompt-writing test
  • The ever-expanding “digital sovereignty imperative” (say that three times fast) and how your data is only as safe as your vendor’s least secure country
  • The chaos and comedy of enterprise search (“How the f*** do I find anything?”)
  • Why the real future of IT might be adjudicating LLM hallucinations and arguing with your own agent

We wrap it up with a practical framework for surviving (and thriving) in the next two years of IT, a toast to autonomy, and a reminder to always be cool to your IT folks, your animals, and your elders—because one of them will be running your next onboarding session.

Next week: compliance, tokens, and just how far your digital karma can stretch.

Stay tuned. Stay witty. Stay autonomous.


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