TThe Diary of a CEO
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Strategy

Mirage Opportunity Veto

Avoid obvious markets where repeated capable attempts still fail

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

A mirage opportunity looks large and obvious, attracts repeated attempts, yet produces little durable traction. Instead of reading the empty space as an invitation, treat the failure pattern as evidence that a hidden assumption may be wrong. Investigate prior products, customer acquisition, retention, willingness to pay, substitutes, regulation, and incumbent behaviour. If capable teams repeatedly fail and you cannot explain why your approach escapes the same mechanism, veto the idea. Bartlett and Koerner discuss group apps, password replacements, campus-event apps, and tools sold to novice podcasters as examples of this pattern, not as universal bans. The veto can be lifted when a material condition has changed and a test demonstrates that the specific historical constraint no longer applies.

Origin

Extracted from The Diary of a CEO

Core principles

  • 01Repeated failure can reveal a hidden structural constraint
  • 02An obvious need does not guarantee viable demand
  • 03Broken customer retention can invalidate a market
  • 04Unexplained incumbent behaviour deserves humility
  • 05Not understanding the failure mechanism increases risk

How to run it

  1. 1

    Name the obvious thesis

    Write the customer problem and the assumption that makes the opportunity look inevitable.

    Pro tip Include the current alternative customers already use.

  2. 2

    Build the attempt history

    Find prior companies and compare their traction, retention, monetisation, and fate.

    Pro tip Study failed and surviving attempts, not only famous examples.

    Watch out Absence of visible success is not proof that no private success exists.

  3. 3

    Find the recurring break

    Identify whether the pattern fails at acquisition, behaviour change, retention, economics, regulation, or another constraint.

    Pro tip Look for customers who quit the category itself.

    Watch out Do not settle for 'execution was bad' without evidence.

  4. 4

    Demand a changed condition

    Specify what is materially different now and how it removes the historical constraint.

    Pro tip Prefer a measurable change in cost, distribution, regulation, or behaviour.

    Watch out A new interface alone may not change customer behaviour.

  5. 5

    Veto or test

    Reject the idea when the failure mechanism remains unexplained; otherwise run a test targeted directly at that mechanism.

    Watch out Do not fund the full product before the key constraint is tested.

In the wild

Selling to podcasters who quit

Koerner describes a friend whose product helped podcasters. The market looked large, but most prospective customers stopped podcasting quickly, while only a small portion of survivors could afford costly services.

The customer base's own attrition made the market structurally difficult.

Campus event apps

Bartlett notes that students repeatedly build apps showing campus events, yet social decisions often depend on friends and desired groups rather than a notice board. The audience also turns over heavily each year.

The intuitive information problem may not match how students actually choose activities.

Common mistakes

Equating pain with a market

A widespread frustration can persist because customers will not change behaviour or pay for the proposed fix.

Assuming every prior team executed badly

Repeated failure across capable attempts should raise the burden of proof.

Ignoring a genuine regime change

A mirage can become real if a material constraint has demonstrably changed.

Is it for you?

Best for

Idea screening in markets crowded with failed attempts and persistent claims that the next version will finally work.

Not ideal for

Markets where a verified technology, regulatory, cost, or distribution shift has genuinely changed the constraints.

From the transcript

Something fundamental about your assumptions is off.

Steven Bartlett · (1:58:00)

I stay away from businesses where I don't know why it's not working, but clearly it's not working.

Chris Koerner · (1:58:00)

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