MMarketing Against The Grain
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StrategyAlex Lieberman

Living Strategy Loop

Continuously revise strategy as execution produces new information.

Difficulty
Moderate
Time to result
~ongoing to results
Steps
6
Confidence
93%

The Living Strategy Loop treats strategy as an evolving hypothesis rather than a document produced at an offsite and preserved unchanged. Leaders articulate a direction, identify the assumptions beneath it, and execute actions that both advance the business and generate information. At regular intervals, they reassess priorities, risks, and external conditions using what the organization has learned. A decision does not need to be eternally right; it needs to be reasonable given current evidence and open to iteration. This approach encourages managers to acknowledge uncertainty instead of polishing a proposal into false certainty. The output of each cycle is an updated strategic direction, a clearer set of assumptions, and another round of execution designed to test them.

Origin

Extracted from Marketing Against The Grain, where Alex Lieberman contrasts static strategy documents with strategy as a living organism.

Core principles

  • 01Initial strategy is a hypothesis, not a finished answer.
  • 02Execution should generate information that changes direction.
  • 03Decisions can be valid without being permanently right.
  • 04Iteration matters more than defending the original plan.

How to run it

  1. 1

    State the hypothesis

    Express the current strategy as a direction supported by explicit assumptions rather than as settled truth.

    Pro tip Estimate which parts are strongly evidenced and which are speculative.

    Watch out Do not disguise uncertainty with polished language.

  2. 2

    Expose trade-offs

    Describe the chosen direction's upside, downside, and principal risks.

    Pro tip Tell the team what adverse outcomes would be unsurprising.

    Watch out A strategy without trade-offs is usually a list of aspirations.

  3. 3

    Execute for learning

    Select actions that move the business forward while testing the most important assumptions.

    Pro tip Favor tests that return useful evidence quickly.

    Watch out Activity that cannot confirm or challenge an assumption may create motion without learning.

  4. 4

    Intake evidence

    Collect market, customer, operational, and performance information generated through execution.

    Pro tip Include evidence that conflicts with leadership's preferred narrative.

    Watch out Do not wait for an annual planning cycle to notice material changes.

  5. 5

    Re-evaluate

    Decide whether to continue, adapt, or replace the strategic direction based on the accumulated evidence.

    Pro tip Ask what decision would be made if the current strategy had not already been announced.

    Watch out Avoid defending a plan merely to appear consistent.

  6. 6

    Communicate the revision

    Explain what was learned, which assumption changed, and what the organization will now do.

    Pro tip Frame iteration as disciplined learning rather than failure.

    Watch out Unexplained changes erode trust.

In the wild

Revise a creator expansion strategy

A media company expects new creator-led shows to grow through its existing distribution. Early launches reveal that creator-owned audiences drive most adoption instead. Leadership updates its strategy to prioritize creators with strong communities and builds tools for cross-promotion, rather than continuing to apply the original launch playbook.

The strategy evolves in response to real distribution evidence instead of remaining tied to an offsite assumption.

Common mistakes

Treating the strategy document as sacred

Preserving the original plan despite new evidence converts strategic discipline into inertia.

Changing direction without evidence

A living strategy is responsive, not impulsive; revisions should follow meaningful information or changed assumptions.

Pretending the first version is perfect

False certainty prevents teams from surfacing risks and learning from contradictory information.

Is it for you?

Best for

It is best for teams operating in changing markets where execution continually reveals new information.

Not ideal for

It is not a substitute for stable procedures in tightly regulated or safety-critical operations.

From the transcript

strategy is a living, breathing organism that actually is probably only 25% right when you first said it.

Alex Lieberman · 13:30

sometimes there's no right or wrong decision. There's just like a decision to be made and iteration.

Kieran Flanagan · 13:30

From the episode

Framework Thinking for Success With Alex Lieberman

Alex Lieberman