The Challenges of Creating a Living Strategy

Paper and Phone graphs

In an era defined by volatility, uncertainty, complexity, and ambiguity — what is often referred to as the VUCA world — traditional strategic planning methods are increasingly under pressure. The idea of crafting a strategy once every few years and adhering to it rigidly no longer holds water in many sectors. Instead, organisations are increasingly being encouraged to adopt what is termed a “living strategy”: a flexible, evolving approach to strategic planning that adapts to emerging data, shifting markets, and internal developments. However, while the concept is appealing, creating a living strategy comes with a distinct set of challenges that organisations must navigate carefully.

Understanding What a Living Strategy Entails

A living strategy is one that is not static. It is responsive, continuous, and integrated into the everyday life of an organisation. Unlike traditional strategies, which are typically developed by senior leaders and cascaded downwards, a living strategy often demands broader participation, ongoing iteration, and close alignment with day-to-day operations. It requires systems that allow feedback from customers, frontline employees, and market trends to influence ongoing decisions. While this sounds ideal, it is also incredibly complex.

Challenge 1: Organisational Culture and Mindset

One of the biggest hurdles in implementing a living strategy is shifting the organisational culture. Many companies are still steeped in hierarchical, top-down decision-making models. In such environments, employees may be conditioned to wait for instructions rather than contribute proactively to strategy formation or adjustment.

To create a living strategy, organisations need to foster a culture that embraces adaptability, transparency, and cross-functional collaboration. This is easier said than done. Changing culture requires sustained leadership, time, and often, a transformation in how performance is measured and rewarded. Employees must feel psychologically safe to challenge ideas, share insights, and admit when something isn’t working — all of which are crucial for a living strategy to flourish.

Challenge 2: Managing Continuous Feedback Loops

A living strategy thrives on data and feedback, yet managing these inputs can be overwhelming. Organisations must develop robust mechanisms to collect, analyse, and interpret information from both internal and external sources. This includes customer feedback, market signals, competitive actions, operational metrics, and more.

However, not all feedback is valuable or actionable, and sifting through the noise to find genuine strategic insights requires both technology and human discernment. Moreover, acting on feedback too quickly can lead to strategic whiplash, where the organisation changes direction too frequently, causing confusion and inefficiency.

Challenge 3: Balancing Flexibility with Focus

One of the key tensions in a living strategy is the need to remain flexible while also maintaining strategic focus. It’s possible to over-correct in the name of adaptability, constantly chasing new trends or customer demands without sticking to a coherent vision.

Successful living strategies require clear guiding principles — such as a strong mission or a well-defined value proposition — that anchor the organisation even as tactics evolve. Leaders must communicate these principles consistently and ensure that teams understand where flexibility is encouraged and where discipline must prevail.

Challenge 4: Aligning Structure and Governance

For a living strategy to take root, the organisation’s structures, systems, and governance mechanisms must also evolve. Traditional annual budgeting cycles, rigid performance metrics, and siloed departments can stifle the responsiveness required for a living strategy.

This means rethinking how decisions are made, how resources are allocated, and how teams are held accountable. For example, organisations might need to move towards rolling forecasts, agile budgeting, or decentralised decision-making. These changes can be politically sensitive and administratively complex, particularly in larger or more established firms.

Challenge 5: Leadership Complexity

The role of leadership changes significantly under a living strategy model. Rather than simply setting the direction and monitoring progress, leaders must become facilitators of dialogue, listeners of frontline insights, and champions of experimentation.

This demands a high level of emotional intelligence, communication skills, and openness to ambiguity. Not all leaders are naturally suited to this style, and organisations may need to invest in leadership development to support the shift. Moreover, senior leaders must lead by example, demonstrating the adaptive behaviours they want to see in others.

Challenge 6: Measurement and Success Criteria

In a traditional strategy model, success is often defined by clear, static KPIs. But in a living strategy, what constitutes success can evolve over time. This complicates performance management and makes it harder to track progress in a meaningful way.

Organisations must therefore develop dynamic measurement systems that balance short-term metrics with long-term learning. They also need to be comfortable with the idea that not every experiment will pay off — a difficult proposition in risk-averse environments. Transparency around failures, and a mindset of continuous improvement, are crucial.

Conclusion: Embracing the Complexity

Creating a living strategy is not a simple shift in planning processes — it is a fundamental transformation of how an organisation thinks, behaves, and responds to change. It is a continuous, participatory, and data-informed approach that, while challenging, can lead to greater resilience, innovation, and alignment with rapidly evolving environments.

For organisations willing to embrace the complexity, the rewards can be substantial. But they must proceed with eyes wide open, aware that success depends not just on tools and frameworks, but on culture, leadership, and a deep commitment to learning and adaptation. In a world where the only constant is change, a living strategy may be not only beneficial — but essential.