A briefing for product managers ยท about 8 minutes

Stand by your decisions

Your mission, should you choose to accept it, is to develop your decision-making muscle through sustained repetition in a decision simulator.

Captions are built into the video. Prefer to read? Everything in it is written out below.
Take the Pre-Flight Check Twelve short situations from outside product work. Find the default you reach for when you misread one.

A roadmap review, twice

Here is a short story about a roadmap review. It happens twice: once as it usually goes, and once as it could go.

Today The future self
Drag across the picture. Same meeting, same objection. Only the product manager changes.
Today

The product manager presents the roadmap. The group product manager questions a decision. He believes the right answer can be worked out in advance, so he wants experts brought in to analyse it.

The product manager can't defend the decision. The meeting ends with a request to revise the roadmap.

The future self

Same meeting, same objection: let's bring in the experts. This time, the product manager explains the reasoning.

"No amount of upfront analysis can predict how this will play out. The answer only emerges by trying. So the roadmap runs short, parallel probes, keeps what works and drops what doesn't."

The group product manager understands the rationale and approves the roadmap.

What changes

The roadmap didn't change between the two meetings. What changed is that the product manager could say why the situation called for that approach.

Stopgoing silent when your decision is challenged.
Startexplaining why the situation calls for your approach.
Resultfewer revisions, more approvals.

Every transformation follows the same path

Getting from the first meeting to the second follows five stages. Most training stops at the first one.

  1. TheoryYou study the framework and can explain it to a coach.
  2. GapFacing a real situation, you can't apply what you could explain.
  3. SimulationThe situation is recreated. You decide, make mistakes safely and get feedback.
  4. PracticeYou repeat it at rising difficulty until it becomes instinct.
  5. CapabilityIn the real situation, you apply the framework by instinct.

Is the gap real, or just a feeling?

Researchers reviewed 188 studies on the gap between theory and practice. They mapped it as four connected gaps that feed each other in a loop, which is why no single fix closes it.

GapWhat it meansFor a product manager
KnowledgeThe right theory doesn't exist yet.No framework for deciding under uncertainty.
TranslationTheory never reaches practitioners in a usable form.Frameworks stay in books and slide decks.
ImplementationYou know the theory but can't apply it in the real situation.You freeze in the review meeting.
LearningWhat practice teaches never flows back into theory.Lessons from real reviews never sharpen your thinking.

And it shows up at work. Trainers from 150 organisations estimated how many employees apply their training on the job:

62%right after training
44%six months later
34%after a year

These are trainers' estimates, not direct measurements.

Under pressure it gets worse. In a study in the Journal of Neuroscience, stress pushed people from goal-directed choices into habits. That's your default kicking in right when the decision matters most.

The frameworks exist, and you've read them. The gap is in the moment: under pressure, with no feedback. That's the part a simulator closes.

Does simulation work? The research says yes

  • A review of 609 studies found that simulation training produced large gains in skills and in on-the-job behaviour.
  • Surgeons who practised on a simulator until they reached an expert benchmark made six times fewer errors in the real operating room.
  • People who practised under realistic pressure performed better when the real pressure came, even on new tasks.

Why? Experts don't deliberate more. They recognise the situation, and that recognition is built from repetitions with feedback. Real meetings rarely give you that feedback. A simulator gives it to you on every decision.

This evidence comes from medicine, aviation, the military and workplace training. No study has yet tested a product-management simulator, so it supports the method rather than any one product.

How the decision simulator works

Take the Product Management, Cynefin Edition. You get 12 sorties. Each sortie is a real situation a product manager faces, and you're asked to decide by first reading what kind of situation it is.

At first your default will kick in, and you'll decide by preference rather than by the facts of the situation. That's exactly the habit to break.

  • CadetYou start here. You decide by default, often without noticing.
  • NavigatorYou read the situation and choose well when there's no time pressure.
  • CaptainA timer is added, the perfect moment for defaults to return. Hold your reasoning and you earn your wings.

Some people move from cadet to captain quickly. Some take longer to become a navigator. Some become a navigator and find the timer makes captain hard. Every sortie you answer well builds momentum, and you can see your path at each step.

You won't practise alone

As soon as you join, you can enter the Crosswind community and talk with other product managers facing similar challenges. There are four types of cadet in the Cynefin Edition. You can compare notes with cadets of your own type or of other types, and navigators and captains offer guidance where it helps.

When you complete all 12 sorties consistently at the highest difficulty, you get a LinkedIn badge to share your achievement with your peers.

Becoming a captain isn't the end. Cynefin editions also exist for Senior Product Manager, Group Product Manager and Chief Product Officer roles, so you can keep practising as you move up. You can also suggest a group session for the product managers in your organisation; Crosswind runs these over Zoom.

Before your first sortie: the Pre-Flight Check

It's a short quiz built on real product situations. Your answers show which of the four cadet types you are: the default you reach for when the pressure is on.

At the end, your Cadet Profile lands in your inbox: your default, where it helps you, and where it trips you up.

Sources

  1. Arteaga, Biesbroek, Nalau & Howes (2024). Across the Great Divide: a systematic literature review to address the gap between theory and practice. SAGE Open.
  2. Saks & Belcourt (2006). An investigation of training activities and transfer of training in organizations. Human Resource Management 45(4).
  3. Schwabe & Wolf (2009). Stress prompts habit behavior in humans. Journal of Neuroscience 29(22).
  4. Cook et al. (2011). Technology-enhanced simulation for health professions education. JAMA 306(9).
  5. Seymour et al. (2002). Virtual reality training improves operating room performance. Annals of Surgery 236(4).
  6. Saunders, Driskell, Johnston & Salas (1996). The effect of stress inoculation training on anxiety and performance. Journal of Occupational Health Psychology 1(2).
  7. Driskell, Johnston & Salas (2001). Does stress training generalize to novel settings? Human Factors 43(1).
  8. Kahneman & Klein (2009). Conditions for intuitive expertise: a failure to disagree. American Psychologist 64(6).