Why Good Organisations Struggle To Change Even When The Strategy Makes Sense
- Andrew McGillivray
- 3 days ago
- 3 min read
Boards and leadership teams spend significant time discussing strategy.
Far less time is spent examining whether the organisational conditions required to execute that strategy actually exist.
Over the past 30 years, I have worked with organisations across engineering, financial services, insurance, central banking and investor-backed businesses.
The industries differ.
The challenges are often remarkably similar.
Many organisations invest heavily in strategic planning, transformation programmes and growth initiatives.
Yet despite capable leaders, committed teams and sound intentions, progress is often slower and more difficult than expected.
The question is:
Why?
The Problem Is Often Not Strategy Alone
There is a long-running debate within management thinking.
One school argues that organisations frequently fail because execution breaks down.
Another argues that if a strategy cannot be executed by the organisation, then it was never an effective strategy in the first place.
There is truth in both perspectives.
In practice, I have found that the issue is rarely strategy or execution in isolation.
The issue is often the gap between strategic intent and organisational reality.
A strategy may make perfect sense on paper.
However, strategies are not executed on paper.
They are executed through:
leaders
teams
governance structures
decision-making processes
incentives
behaviours
operating models
When those conditions are misaligned, even sensible strategies can struggle.
The Hidden Organisation
Most organisations can describe themselves through:
organisation charts
governance frameworks
reporting lines
operating models
policies and procedures
Yet organisations rarely operate exactly as they are documented.
People adapt to the environment they experience.
When governance is unclear, they create workarounds.
When accountability is ambiguous, informal ownership emerges.
When decisions are slow, alternative routes are created.
When evidence is ignored or not acted upon, people stop raising inconvenient information.
Over time, these adaptations become the real operating model.
The organisation chart remains the same.
The organisation itself changes.
One of the most consistent observations throughout my career has been that understanding these adaptations is often more valuable than studying the formal structure.
Visibility Before Improvement
Many organisations launch improvement initiatives before fully understanding how the organisation actually functions.
This is understandable.
Leaders are under pressure to act.
However, action without understanding often creates activity rather than progress.
Across very different assignments, a recurring pattern has emerged:
Visibility → Understanding → Clarity → Governance → Execution
Before organisations improve performance, they often need visibility of:
how decisions are really made
where accountability actually sits
how information flows
where work becomes delayed
which organisational behaviours are helping or hindering progress
Only when these realities become visible can meaningful improvement begin.
Creating visibility is often the first step toward creating value.
What Strong Organisations Do Differently
In my experience, the strongest organisations are not necessarily those with the most sophisticated strategies.
They are often those that:
create clarity around priorities
understand before intervening
engage honestly with evidence
maintain clear accountability
adapt as understanding improves
make decisions at the appropriate level
surface problems early rather than late
These capabilities sound simple.
In practice they are uncommon.
As organisations grow, complexity tends to increase faster than governance, accountability and ways of working evolve.
This is often where friction begins to appear.
Evidence Is A Powerful Organisational Test
One of the most revealing moments in any organisation occurs when new evidence challenges an existing assumption.
Some organisations adapt.
Others defend the original position.
Some become curious.
Others become defensive.
The response often tells you far more about leadership quality, governance effectiveness and organisational maturity than any presentation or strategy document.
An organisation's willingness to update its understanding as evidence emerges can be one of the strongest indicators of its capacity to adapt, grow and remain under control.
The Question Boards Should Be Asking
Many strategic discussions begin with:
Is the strategy right?
An equally important question may be:
Do the organisational conditions required for success actually exist?
Because sustainable performance rarely depends on a single project, programme or initiative.
It depends on the environment within which those initiatives operate.
Final Thought
Most organisations do not lack intelligence.
Most do not lack effort.
Most do not lack ambition.
What they often lack is visibility of the organisational conditions quietly influencing their ability to execute.
Regardless of whether we describe the problem as strategy, execution or organisational design, the underlying challenge is often the same:
Leaders are trying to improve an organisation they cannot yet fully see.
Creating that visibility may be one of the most valuable things leadership teams can do.



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