Coaching practices for Thinking in Bets Premortem

Describe almost anything you are working through and IX Coach finds the practices whose real-world fit is closest. For Thinking in Bets Premortem, these are the strongest matches in the current practice library.

Does this sound like the set of challenges you might be facing?

  • I’m excited about this plan and so committed to it that I can’t honestly see what might sink it
  • I’m about to commit to this timeline and on paper it all looks fine, but I have a nagging feeling I’m glossing over the ways it could go sideways because admitting them now feels like talking myself out of it before I’ve even started.
  • I’m about to commit to this plan and on paper it looks solid, but a quiet part of me suspects I’m too sold on it to see the holes
  • I keep putting off the things I say matter most as if I have unlimited time, and I’m losing days to small grievances and "somedays"
  • We’re about to kick this off and everyone’s upbeat, but I have a quiet feeling there are ways this falls apart that nobody wants to say out loud while we’re all still excited.

Practices that may help

  1. Run a premortem before committing
    Imagine the decision has already failed — then ask why.
    Thinking in Bets
  2. Thinking in Bets
    Annie Duke's thinking in bets framework treats decisions as bets with uncertain outcomes, separating the quality of the decision from the quality of the outcome. Most real decisions involve incomplete information, so good decision-making is about process and probability, not about being right every time. The core skill is evaluating decisions on the information available at the time, not on how they turned out.
  3. Run a premortem before committing
    Imagine the project has already failed and work backwards to find why.
    The Planning Fallacy — Why Your Estimates Are Always Wrong
  4. The Pre-Mortem: Imagine It Already Failed
    A pre-mortem, developed by psychologist Gary Klein, has a team imagine that a plan has already failed and then work backward to explain why — before any work begins. The technique exploits "prospective hindsight": research found that imagining an outcome as a certainty makes people generate more, and more specific, reasons for it, surfacing risks that ordinary risk assessment misses.
  5. The premortem (imagine the project already failed)
    Before starting, assume the plan has already failed and ask why — then fix it now.
    Premeditatio Malorum, in Depth
  6. Memento mori as the ultimate premeditation
    Premeditate the final loss — your own death — as a clarifier of what actually matters now.
    Premeditatio Malorum, in Depth
  7. Run a pre-mortem before you start
    Before a project begins, ask: assume it failed — what went wrong?
    Hindsight Bias: Why Everything Seems Obvious in Retrospect
  8. Pair the pre-mortem with a clear success vision
    Balance failure analysis with an equally concrete picture of what success requires.
    The Pre-Mortem: Imagine It Already Failed
  9. Run a pre-mortem before committing to a plan
    Imagine the plan has already failed and ask what went wrong.
    Confirmation Bias: Seeing What You Expect to See
  10. Run the basic pre-mortem
    Assume the plan failed, then have everyone write down why.
    The Pre-Mortem: Imagine It Already Failed

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