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March 25, 2026

AI Implementation in Grigory Oster Style

Bad advice for those who want to spend the budget and change nothing

/ AI bad-advice playbook 2026

Slide contents

  1. 1. AI Implementation in Grigory Oster Style

    Bad advice for those who want to spend the budget and change nothing

  2. 2. 00. Why Grigory Oster?

  3. 3. 'Bad Advice' as a Method

    Learning by contrast

    Oster: absurd advice for children

    The reader understands what NOT to do

    AI resembles old digital transformations

    Same failure patterns, new tech

  4. 4. 01. Find a CAIO

  5. 5. Chief AI Officer — The First Step

  6. 6. 02. Allocate a Bigger Budget

  7. 7. Less Understanding, Bigger Budget

  8. 8. The Feeling of Progress

    Respectable corporations value motion vibes over motion

  9. 9. 03. Create a Separate AI Organization

  10. 10. AI Center of Excellence

  11. 11. The Perfect Balance

    Nobody interferes with anyone's ability to change nothing

  12. 12. 04. Move on to Promises

  13. 13. Broad Statements Are Harder to Verify

  14. 14. 05. Throw a Festival

  15. 15. AI Week and 142 Use Cases

  16. 16. 06. Don't Touch the Foundation

  17. 17. Spread AI Like Mayo

  18. 18. AI Assistant Inside Chaos

  19. 19. 07. Measure Activity, Not Impact

  20. 20. Measure Activity, Not Impact

  21. 21. AI Strategy Disconnected from Bonuses

  22. 22. 08. One Year: Still a Phase

  23. 23. The Reboot Ritual

  24. 24. 09. The Uncomfortable Truth

  25. 25. AI Is Not Frosting

    If decisions stay slow

    If data is still scattered

    If accountability is still blurred

    If the process still passes papers around

    AI speeds drafts, not reform

  26. 26. AI Didn't Fail — the Attempt Did

  27. 27. What to Read to Avoid the Trap

    'From Classic PDLC to AI-Native Development'

    'From AI-Native Development to AI-Native Organization'

    Big Tech: Amazon, Meta, Microsoft, Google

  28. 28. References and Materials

    For adopting AI the right way

    Grigory Oster — 'Bad Advice'

    'From Classic PDLC to AI-Native Development'

    'From AI-Native Development to AI-Native Organization'

  29. 29. Thank You!

    Bad Advice on AI

    For more materials on this topic, visit the "Book Cube" channel — all links are collected there

    Alexander Polomodov, Technical Director & Fellow, T-Technologies

    @Book_Cube