actionable ai

Free guide

Find out where your AI project dies before you build it

MIT found 95% of AI projects fail because people build the wrong thing for months. This free skill flips Claude from a yes-man into your toughest critic, so you catch it on day one.

  • The exact premortem prompt, copy-paste ready (works in any model)
  • How to read the output: failure modes, warning signs, hidden assumptions
  • The reusable Claude Code skill so you can just type 'premortem this'
  • Why it works: a real decision method (Klein, made famous by Kahneman), not a prompt hack

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MIT says 95% of AI projects fail. This free skill predicts exactly where yours dies before you waste a month building it.

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A look inside

What's inside

01

The Premortem Prompt

Start with the number that should scare you: MIT found that about 95% of enterprise AI projects fail to deliver a return, and concluded the cause isn't the technology, it's the approach.

02

The Prompt

Swap the bracket for your actual plan, a product launch, a content strategy, a hire, a feature, a big purchase.

03

The Most Valuable Line Is the Hidden Assumption

Point 3 of the output, the assumption you didn't know you were making, is almost always the highest-leverage part.

The rest of the guide

  1. Install It as a SkillDon't want to paste the prompt every time?
  2. Who Actually Uses ThisPremortems aren't a hack, they're standard practice on serious teams before major launches precisely because optimism bias is so hard to beat from the inside.
  3. Run It Before You Commit, Not AfterThe premortem only works while you can still change the plan.
  4. Run It on Your Next Big DecisionPaste your plan, run the prompt, and read the autopsy before you commit.

About the author

Cooper Simson

Founder of Actionable AI. 30,000+ operators read the newsletter.

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Questions, answered

Is this guide free?

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Do I need to know how to code?

No. The guide explains the work in practical steps and calls out technical details only when they matter.

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