Exercise Worksheet

Safe-to-Fail Experiment Planner

Design one adaptive test without theatre

Most leadership failures happen when we treat adaptive challenges as technical problems. We implement solutions with confidence, only to discover the real issue was something else entirely.

The Safe-to-Fail Experiment is different, accepting uncertainty as a starting condition. Rather than rolling out a fix, design a small test to reveal what's actually true. The goal is learning and not certainty.

This exercise helps you move from paralysis (in waiting for the perfect answer) to intelligent action (i.e. testing hypotheses in reality). It's especially powerful when facing resistance, recurring problems or situations where past solutions have failed.

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What This Exercise Does

A planning exercise for leaders facing adaptive challenges where the right answer is unclear, resistance is present or past solutions have failed.

The Safe-to-Fail Experiment Planner guides you through designing one small, time-bound test which puts learning over certainty. You'll define what success and failure would look like, find what you're actually testing and build in review points.

How to Use This Exercise

Step 1: Name the Adaptive Challenge (3 minutes)

Write one clear sentence:
What recurring problem or stuck situation needs testing?

Good examples:
• "Team meetings feel like performance as opposed to generative".
• "Colleagues avoid giving me honest feedback".
• "Decisions get revisited constantly".

Bad examples (these are technical but not adaptive):
• "We need new project management software".
• "Reports are submitted late".

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Step 2: Diagnose the Adaptive Element (5 minutes)

Ask yourself:
• Does this need people (including me) to change habits, assumptions or relationships?
• Is there a known solution that's already failed?
• Would fixing this create discomfort or resistance?

If you answered yes to any of these, it's adaptive.

Now write:
The behaviour that would need to shift is: ________
The assumption that would need to change is: ________

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Step 3: Design Your Experiment (8 minutes)

Choose ONE small change to test for a fixed time period.

Your experiment should be:
• Small (maximum 2 to 4 weeks)
• Reversible (can be stopped without damage)
• Observable (you'll know if something changes)

Examples:
• "For two weeks, I'll end meetings 5 minutes early and ask one person to name what we avoided discussing".
• "For three weeks, I won't rescue colleagues who haven't prepared for meetings."
• "For four weeks, I'll hold a 15-minute decision debrief the day after major choices."

My experiment:
I will ________ for ________ weeks.

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Step 4: Define Success and Failure (7 minutes)

This is crucial, as you need to be aware what you're looking for BEFORE starting.

Success would look like:
(Observable behaviour changes, and not feelings)
Example: "Three people bring up previously avoided topics"

Failure would look like:
(What would tell you this didn't work?)
Example: "No change in meeting dynamics after 4 sessions"

Interesting failure would look like:
(What would reveal something unexpected?)
Example: "People bring up topics but only in private afterwards"

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Step 5: Identify Your Hypothesis (5 minutes)

What are you actually testing? Be specific.

I believe that if I ________ (the experiment),
then ________ (predicted outcome),
because ________ (your theory about what's blocking change).

Example:
"I believe that if I stop filling every silence, then others will start contributing ideas, because my pace doesn't leave space for those who process more slowly."

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Step 6: Plan Your Review Points (5 minutes)

Decide when you'll pause and assess:

Mid-point check (after _____ weeks):
• What am I noticing?
• What's harder than expected?
• What's easier?

End-point review (after _____ weeks):
• Did behaviour shift?
• What did resistance reveal?
• Do I continue, adjust or simply stop?

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Step 7: Name Your One Hardest Part (3 minutes)

What will be hardest about this experiment for YOU?
(Not for others - for you)

Examples:
• Tolerating silence.
• Not rescuing people.
• Allowing short-term confusion.
• Letting someone fail.
• Holding the boundary.

The hardest part for me will be: ________ .

This is what you're REALLY testing..... your own capacity, and not just the system.

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Operating Principles

Harden:
• Commit to the time period. Don't quit early just because it feels uncomfortable.
• Record what you observe and not what you hoped would happen.
• Treat resistance as information, and not opposition.

Soften:
• This is a test, not a solution. Failure is useful data.
• You're learning about the system, not proving you're right.
• If the experiment reveals something unexpected, then that's a success... even if it's not what you wanted.

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Reflection Question

What did this experiment reveal about the real constraint - and was it in the system, in others, or in your own patterns?