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Career & Development

Does Your Organisation Know How to Say Goodbye?

Does Your Organisation Know How to Say Goodbye?

Departures can be hard. Here’s how leaders and organisations can handle them with grace.
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In 2025, Liverpool Football Club (LFC) sank into mourning after a pivotal and beloved player, Diogo Jota, passed away abruptly. The loss tore through the fabric of a community. Scarves and flowers flooded the club’s surrounding areas, and the team travelled to Portugal for the funeral. A few days later, training resumed. The club’s website now carries a page dedicated to Jota – his memory lives on, and life goes on. 

What LFC demonstrated something rare and significant: organisational maturity, respect and dignity in the face of loss. The club modelled what it looks like when an institution truly knows how to say goodbye. Indeed, the capacity to manage departures well – be it sudden events, resignations, retirements or leadership transitions – is a central indicator of organisational health. Below, we explore how organisations can cultivate this, and why it matters for those who remain. 

Attachment theory and the organisational body 

Psychiatrist and psychoanalyst John Bowlby identified four attachment patterns, each representing a different strategy for managing separation anxiety. Those with secure attachment are confident, resilient and able to navigate separation and loss effectively. Individuals with an avoidant attachment style maintain self-sufficiency as a defence, downplaying the significance of relationships because dependency feels dangerous.  

Then there’s anxious attachment – when people are hypervigilant to signs of abandonment, cling to relationships and struggle to accept endings. Finally, someone with disorganised attachment oscillates between avoidant and anxious strategies, behaving in an unpredictable, contradictory manner in the face of loss. 

Our ongoing conversations with executives suggest that these attachment styles aren’t confined to individuals. Organisations develop their own relational styles – ways of drawing people in, holding them and letting them go.  

The developmental dimension 

To understand why some organisations manage departures with grace and others with avoidance or drama, it helps to consider psychologist Robert Kegan’s constructive-developmental theory together with attachment theory. Kegan proposed that human development isn’t simply the accumulation of knowledge and experience, but the progressive transformation of the structures through which we make meaning. 

He identified a sequence of distinct “orders of mind”. Most of us sit at the level of the socialised mind, where identity is significantly determined by the expectations and values of those around us, and where loyalty and belonging are paramount. Roughly 35% reach the level of the self-authoring mind, where one has developed an inner compass that exists independently of external approval. Only about 5% operate at the level of the self-transforming mind, capable of holding multiple ideological frameworks simultaneously and sitting with uncertainty. 

An organisation dominated by socialised thinking tends towards anxious attachment. The “irreplaceable” senior partner who’s retiring is often a figure onto whom the organisation has projected its own sense of competence and continuity, and the loss is experienced as a rupture. Succession planning falters, the successor may be unconsciously undermined, and the retiree may be kept on in an advisory role that blurs rather than supports any transition. 

In an avoidant organisation, by contrast, leadership may adopt a pseudo-self-authored stance – a self-sufficiency that mistakes detachment for maturity. They may handle departures with bureaucratic efficiency: the individual is treated as a dispensable unit of human capital, easily replaceable and swiftly forgotten.  

Meanwhile, secure organisations are populated by self-authored individuals who can simultaneously acknowledge loss while supporting renewal. They don’t pretend that neither emotions nor practicalities exist and approach the moment of saying goodbye with equanimity. 

Why leaders matter and what poor departures cost 

Leaders who handle departures well invest in the transition early, initiating conversations about succession and legacy well before they become urgent. They make space for emotional complexity without letting it destabilise the organisation. They describe a person’s contributions in ways that are specific, personal and true – the kind of precise recognition that tells someone they are genuinely seen and valued. 

Such leaders also understand that how someone’s departure is handled shapes the authority of their successor. Every choice that blurs the transition, such as allowing the predecessor continued informal influence, costs the incoming leader legitimacy. This matters because the price of “bad” departures can be significant. A recent Gallup report estimates that low employee engagement costs the global economy roughly US$10 trillion annually, and the management of significant transitions is a meaningful contributor to this figure.  

When employees see a long-serving colleague being shown out with indifference, they recalibrate their own relationship with the organisation. Indeed, research shows that perceived violations of the implicit employment relationship are among the most reliable predictors of reduced commitment, diminished effort and an uptick in intentions to leave the organisation.

When employees see a long-serving colleague being shown out with indifference, they recalibrate their own relationship with the organisation.

There’s also evidence that poorly handled departures of senior leaders destabilise team dynamics. The psychodynamic concept of group mourning suggests that organisations, like individuals, need to process loss to move on. When that processing is foreclosed, teams can become stuck in patterns of either idealisation or resentment. 

Five recommendations for organisations 

Organisations can learn to handle endings better, but it requires intention, structure and, above all, the right leadership. Here are some suggestions. 

1. Begin the conversation early, and normalise it 

Not all departures can be anticipated. But in secure organisations, those that can be are normalised, with structured transition conversations initiated at least two to three years ahead. These discussions should address not only succession logistics but also the departee’s psychological preparation for the transition, their future plans and their wishes regarding legacy and handover. 

Companies such as Unilever and Siemens, for instance, have developed formal pre-retirement coaching programmes that begin years in advance, with anecdotal evidence that structured early support reduces the anxiety and organisational disruption often associated with late-stage transitions. 

2. Design transitions, not endings 

Although not applicable to all forms of departure, well-designed transitions, formally structured knowledge transfer, phased working arrangements and time-limited mentoring relationships allow departing individuals to wind down gradually while ensuring continuity. 

Critically, these arrangements must be bounded and purposeful. A formal “senior adviser” arrangement with a defined scope and duration serves both the organisation and the individual. However, indefinite informal influence blurs boundaries and undermines successors. 

3. Take farewell ceremonies seriously 

In many organisations, farewell ceremonies have been reduced to formulaic receptions, complete with an off-the-shelf cake and trite speeches. Well-designed ones honour the departee’s specific contributions, create space for the organisation to process the loss collectively, and signal that the individual leaving is truly valued.  

Leaders who take ceremony seriously understand that the ritual isn’t just for the person leaving but also for those who remain. It answers the question that some employees may be thinking: “When it’s my turn to leave, will I be acknowledged and remembered?” 

4. Invest in successor authority 

Incoming leaders need not only operational briefing but symbolic legitimacy: a clear and public transfer of authority that lets them step into their role without having to perpetually prove themselves against the ghost of their predecessor.  

Organisations can invest in successor authority through an endorsement from the departing leader; a formal handover to mark the transfer of responsibility; and resisting the temptation to involve the outgoing leader in decisions that belong to their successor. The capacity of outgoing leaders to enable the success of successors, rather than protecting their own legacy, is a feature of organisations that sustain excellence over time.

5. Develop leaders’ relational capacity 

All these recommendations are dependent on leaders with the developmental capacity to implement them. An organisation can design excellent transition frameworks and farewell protocols, only to watch it all fall apart at the execution stage. 

Drawing on Kegan’s framework, this means creating conditions to help leaders move from socialised to self-authoring ways of making meaning: from being driven by external expectations to being guided by an internally authored set of values. It means providing coaching, reflective practice and feedback mechanisms for them to understand their own attachment patterns and impact on others. 

How to say goodbye 

LFC didn’t handle Jota’s death well because it had a policy for such eventualities. It did so because it had developed the culture and relational capacity to do so. The scarves and flowers, the journey to Portugal, the memorial page: these were expressions of the organisation’s character. 

In an era where employee engagement, knowledge continuity and the quality of leadership succession are recognised as core strategic assets, the ability to manage departures well is a competitive advantage that’s available to any organisation with the will to develop it. All relationships end – but endings handled with honesty and warmth strengthen rather than weaken what remains. 

Edited by:

Rachel Eva Lim

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