Why do capable school leaders thrive in some schools and struggle in others? It is a question governors, owners and recruiters do not always ask carefully enough.
When a head succeeds, we often attribute this to vision, resilience, charisma or professional judgement. When a head struggles, we may reach for the opposite explanation: poor fit, weak communication, insufficient drive or limited leadership capacity.
Of course, leadership quality matters. Schools need leaders who can read situations, build trust and hold a community together under pressure. But this is only part of the story.
The truth is that good leaders still depend on the structures around them and the authority, support and trust available to them.
These may include local regulators, examination boards, international accreditation bodies, governors, owners and parents, all with different expectations of what a good school should look like - and who often have a say, formally or informally, in how a head should proceed.
So, the question is not only whether a leader can adapt, but also whether the school gives them enough room to do so.
The space to lead
Research I conducted for an MBA in international school leadership led me to describe this tension as “structured discretion”.
In short, it means schools and their relevant stakeholders give leaders clear boundaries, but enough professional freedom to make decisions within them.
It is neither unrestricted freedom nor micromanagement. Strong schools do not simply tell leaders to “get on with it”. Nor do they require every meaningful decision to be referred upwards.
They create conditions in which leaders can use their judgement confidently, responsibly and transparently.
Different structures, different realities
How this operates in reality can vary hugely.
Discussions with international school leaders in Kenya as part of my research suggested that governance structures shape not only what leaders can do, but how quickly and confidently they can act.
In some schools, decisions move through boards and committees. This may slow action, but it also allows responsibility to be shared.
In owner-led schools, decisions may be quicker, although much depends on trust and personal relationships.
Leaders in larger groups may have local freedom but still need to align with wider priorities. Where authority rests with one person, action can be fast, but risk is concentrated.
Reality vs policy plans
Lived reality may not match the policy manual. Some schools rely on formal approval; others on informal conversations or the confidence of a key person. When responsibility is shared, leaders can act more confidently. When they carry the risk alone, caution grows.
A head who is accountable for improvement but unsupported when difficult trade-offs appear is not empowered. They are exposed.
These structures shape not just strategic goals, but the daily life of a school, too.
They affect how quickly problems are addressed, how confidently change is introduced and how well leaders can respond when circumstances become difficult.
They also determine whether a school can adapt without losing the confidence of staff, parents and the community.
This matters because the hardest school problems rarely have ready-made solutions.
Rebuilding trust, improving teaching or responding to a crisis requires leaders to understand what is happening, bring people with them and introduce change at a pace the school can sustain.
They must judge when to follow clear requirements, when to negotiate, when to combine different expectations and when to set boundaries. Having the discretion to do this is key.
Questions for governors and owners
For governors and owners, the lesson is clear. Appointing a strong leader is only part of the task. The way the school is governed - and how this allows the head in post to operate - is also fundamental to future success.
That means asking some direct questions. How are important decisions actually made? Does the head’s authority match their responsibility? Who carries the risk when difficult decisions are taken? What makes a proposal likely to gain support? Does accountability encourage sound judgement, or does it simply make leaders more cautious?
Schools need both professional judgement and proper accountability. Leaders should not be free to act without oversight, but neither should they be held responsible for results if not provided with the authority, trust or room to make the decisions needed to achieve them.
The strongest leadership, therefore, comes from the space between the two: enough freedom to act, enough structure to remain accountable and enough trust to use professional judgement. That is structured discretion.
Jonathan Warner is director of Schools at Marina International School in The Gambia. He has held senior leadership roles in schools across Africa, the Middle East and Central and South-East Asia