TThe Diary of a CEO
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Leadership

Challenge Network

Recruit trusted critics who expose blind spots and improve your work

Difficulty
Moderate
Time to result
~ongoing to results
Steps
5
Confidence
99%

A Challenge Network is a deliberately recruited group of trusted, thoughtful critics who help expose blind spots. Begin with people who have already challenged your work constructively, then explicitly tell them that candor is part of their role and that honesty will not be treated as disloyalty. Because invitations alone may not overcome fear, demonstrate receptiveness by criticizing your own work out loud and acknowledging past defensiveness. Ask for specific challenges, respond without punishment, and show where criticism changed the result. Grant distinguishes these disagreeable givers from habitual complainers: their toughness serves improvement. The network becomes especially important as status rises and ordinary colleagues become less willing to tell the truth.

Origin

Extracted from The Diary of a CEO

Core principles

  • 01Honesty can be the highest expression of loyalty
  • 02Power makes candid input harder to obtain
  • 03Disagreeable givers challenge because they care
  • 04Visible self-critique proves feedback is safe

How to run it

  1. 1

    Find proven challengers

    Look for people who have previously questioned your ideas in a useful, informed way. Select for care and judgment, not reflexive disagreement.

    Pro tip Review moments when criticism materially improved your work.

    Watch out A loud contrarian is not automatically a helpful critic.

  2. 2

    Name the role

    Tell each person that you consider them part of your challenge network and explain what you need from them. Remove ambiguity about whether candor is welcome.

  3. 3

    Redefine loyalty

    State that direct, honest input strengthens rather than damages the relationship. Acknowledge occasions when you reacted defensively.

    Pro tip Use Grant's principle that withheld truth is the greater harm.

    Watch out Words mean little if later behavior punishes dissent.

  4. 4

    Model self-critique

    Name specific shortcomings in your work before requesting input. This demonstrates that flaws can be discussed openly.

    Pro tip Discuss the work seriously without treating yourself as untouchable.

    Watch out Performative vulnerability will reduce trust if no challenge is accepted.

  5. 5

    Close the loop

    Listen, decide, and explain what changed or why a suggestion was not used. Continue recognizing useful dissent.

    Pro tip Credit challengers when their input improves the result.

    Watch out Do not require critics to win every argument; require that they can speak safely.

In the wild

A founder's pre-launch review

Before launching a new product, a founder asks three people who have previously challenged weak assumptions to review the plan independently. The founder first names concerns about pricing and onboarding, then invites them to identify what is missing. Their criticism leads to a smaller pilot and clearer cancellation terms.

The launch keeps its ambition while avoiding preventable blind spots.

Common mistakes

Recruiting cheerleaders

A support network is valuable, but it does not replace people willing to challenge your assumptions.

Rewarding agreement after inviting dissent

If praise receives access and challenge receives defensiveness, the real norm remains silence.

Confusing cruelty with candor

Disagreeable givers challenge to improve the mission, not to dominate or demean others.

Is it for you?

Best for

It is best for people whose status, ownership, or expertise makes colleagues reluctant to challenge them.

Not ideal for

It is not ideal when critics lack relevant context, act in bad faith, or face retaliation despite being invited to speak.

From the transcript

what you actually need to get better is a challenge Network

Adam Grant · (1:04:00)

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