TThe Diary of a CEO
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Innovation

What-If Constraint Game

Vary one assumed limit to escape habitual thinking

Difficulty
Easy
Time to result
~days to results
Steps
5
Confidence
97%

This game temporarily changes a constraint to loosen habitual thinking. Begin with a real challenge and identify one parameter the group treats as fixed. Ask what the group would do if that limit disappeared, then test the opposite extreme. Qureshi illustrates this with unlimited and zero marketing budgets, and with imagining daily life without smoking. The answers are not plans to execute literally. Their purpose is to expose goals, tactics, or benefits hidden by the current frame. Compare the extreme answers, find the underlying mechanism, and bring a feasible version back into the actual constraints. Framing the exercise as a game creates common ground and avoids trying to overturn beliefs through argument alone.

Origin

Extracted from The Diary of a CEO

Core principles

  • 01Beliefs about limits can hold thinking in place
  • 02A hypothetical is safer than a confrontation
  • 03Opposite constraints reveal different possibilities
  • 04The game should return to real-world action

How to run it

  1. 1

    Name the challenge

    Describe the decision or behaviour currently stuck in familiar patterns.

  2. 2

    Expose the assumed limit

    Identify a budget, capability, habit, or rule people are treating as the edge of possibility.

    Pro tip Choose one constraint at a time.

    Watch out Distinguish an assumption from a genuine non-negotiable.

  3. 3

    Remove it hypothetically

    Ask what you would do if the limit did not exist and follow the implications without immediate criticism.

    Pro tip Keep it explicitly hypothetical.

  4. 4

    Reverse the extreme

    Ask what you would do under the opposite condition, such as no budget rather than an unlimited one.

  5. 5

    Recover a feasible move

    Extract the useful mechanism from both answers and adapt it to the real situation.

    Pro tip End with one testable action.

    Watch out Do not confuse imaginative output with validated strategy.

In the wild

Marketing at both extremes

Qureshi asks a boardroom what it would do with an unlimited marketing budget and then what it would do with no marketing budget. The contrast moves discussion outside its usual budget assumptions.

The group can see approaches that habitual planning may have excluded.

Common mistakes

Debating the premise

Arguing that the hypothetical is unrealistic prevents it from doing its job of opening the option space.

Stopping at fantasy

The exercise is incomplete until an insight is translated back into a feasible experiment.

Is it for you?

Best for

It is best for strategy discussions or personal choices constrained by untested beliefs.

Not ideal for

It is not ideal when a legal, safety, or financial constraint must be respected rather than mentally erased.

From the transcript

let's ask some what if questions

Jamil Qureshi · (10:00)

the common ground is let's play a game

Jamil Qureshi · (10:30)

From the episode

World Leading Psychologist: How to Succeed in Life & Work - Jamil Qureshi