Coaching practices for Pre Mortem Red Team

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

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

  • We did the exercise where we imagined it failing and listed why, but I have a nagging sense the most likely way this actually goes wrong is something nobody was willing to say out loud in the room
  • We ran a real critique of the plan, found genuine holes, wrote them all down in a nice risk list
  • I want someone to come at this plan with the explicit job of tearing it apart
  • My whole plan quietly rests on a handful of things I’ve just taken for granted
  • Whenever my team sits down to spot risks, the most senior or loudest person says the first thing and suddenly everyone’s nodding along to the same two concerns

Practices that may help

  1. Combine the pre-mortem with red team pressure
    Run a pre-mortem and then ask the red team to find the failure mode the team missed.
    Red Teaming: Stress-Testing Plans Before They Fail
  2. Red Teaming: Stress-Testing Plans Before They Fail
    Red teaming is the practice of assigning someone — or a structured thinking process — to actively try to break your plan, identify its assumptions, find adversarial responses, and surface the failure modes that optimism and groupthink suppress. It originated in military and intelligence contexts and is now used in corporate strategy, security, and product development. The evidence for its effectiveness is largely organizational and practitioner-based rather than from controlled trials.
  3. Require the plan to change, not just the risk register
    A red team exercise that doesn’t change the plan has accomplished nothing.
    Red Teaming: Stress-Testing Plans Before They Fail
  4. Red-team your plan with a formal adversarial review
    Assign someone the explicit role of finding every way your plan could be wrong or fail.
    Confirmation Bias: Seeing What You Expect to See
  5. 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.
  6. Map and stress-test your key assumptions
    Before executing, list the assumptions the plan depends on — then ask which ones would kill it if wrong.
    Red Teaming: Stress-Testing Plans Before They Fail
  7. Write reasons independently before discussing
    Everyone records failure causes alone first, so the room doesn’t converge too soon.
    The Pre-Mortem: Imagine It Already Failed
  8. Simulate the adversary’s response to your move
    Assign someone to genuinely think and plan as your competitor, not just describe them.
    Red Teaming: Stress-Testing Plans Before They Fail
  9. Run a pre-mortem from the outside-view perspective
    Imagine the project has failed — then ask which base-rate failure type caused it.
    The Outside View
  10. 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

Related concerns

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