Coaching practices for Decision Journaling Learning to Decide Better Over Time After a Loss

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

  • I started writing my decisions down but I never actually go back to close the loop
  • I beat myself up over a call that went badly even though it was reasonable with what I knew, and I pat myself on the back for a reckless one that happened to work
  • After the fact I can never honestly reconstruct what I was actually thinking when I chose
  • I agonize for days over tiny choices I could undo in a second, then rush the big ones I can’t take back
  • I keep being so sure I’m right and then being wrong, and I have no way to see whether my confidence actually means anything

Practices that may help

  1. Decision Journaling: Learning to Decide Better Over Time
    A decision journal is a written record of significant decisions — what you decided, why, what you expected to happen, and what actually happened. It counteracts hindsight bias and outcome bias by preserving your actual reasoning before the outcome arrives, and it creates the only feedback loop that produces real calibration: comparing your predictions to results across many decisions over time.
  2. Run a weekly decision review session
    Set aside 20 minutes each week to score past decisions and extract one lesson.
    Decision Journaling: Learning to Decide Better Over Time
  3. Score decision quality separately from outcome quality
    Judge the process you used — not whether it worked — when you review a past decision.
    Decision Journaling: Learning to Decide Better Over Time
  4. Log the decision before the outcome
    Write what you decided, why, and what you expect — before you know how it turns out.
    Decision Journaling: Learning to Decide Better Over Time
  5. Classify decisions by reversibility and stakes
    Sort decisions into low-stakes/high-stakes and reversible/irreversible before deciding.
    Decision Journaling: Learning to Decide Better Over Time
  6. Track your calibration across many predictions
    Score your confidence levels against outcomes over dozens of predictions to find your systematic biases.
    Decision Journaling: Learning to Decide Better Over Time
  7. Pre-commit to a rule before the loss is live
    Decide your action in a cool moment so the hot, loss-averse moment cannot hijack it.
    Loss Aversion, Made Practical
  8. Separate the quality of the decision from the outcome
    A good decision can produce a bad outcome, and a bad decision can produce a good outcome — do not confuse them.
    Thinking in Bets
  9. Restudy decision protocol
    Use a defined decision rule — not a feeling — to determine which items get additional study.
    Judgments of Learning: Why You Misjudge What You’ve Learned
  10. Name the feeling to defuse the reflex
    Labeling "this is loss aversion talking" turns an automatic reflex into a choice.
    Loss Aversion, Made Practical

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