Wearing ‘two hats’ – dichotomy of being both boss and parent
Significant Wealth Owner Solutions
By

Paul Ashworth, Managing Partner

Balancing Commercial Imperatives and Family Dynamics
Posted 26 May 2025

The intersection of family and business presents significant opportunities for shared purpose, but also complexities that are difficult to navigate. A particularly sensitive issue arises when a child working in the family business underperforms or is misaligned with the needs of the business. Decisions around whether to manage, reassign, or ultimately transition the child out of the business can have profound commercial and relational consequences.

Here we explore the core tensions, assess the implications for leadership, family cohesion and business continuity, and outline strategies that are both effective and compassionate. Drawing on best practices and real-world experience, we examine how families can manage this issue in a way that supports both the business and the enduring integrity of family relationships.

The Unearned Office

Family members, particularly next-generation children, may enter the business with unclear expectations, inherited roles, or ambiguous accountability. This often results in a role mismatch, deteriorating performance, and informal exemptions from professional standards. Over time, it becomes corrosive—to business culture, executive leadership, and other team members operating under fair but rigorous performance metrics.

Delayed Confrontation and Avoidance Behaviours

The reluctance to initiate difficult conversations—out of fear of emotional fallout—typically results in prolonged dysfunction. Business leadership may delay decision-making, inadvertently signalling that performance expectations are negotiable. This tolerance of underperformance can impact company morale and undermine leadership credibility.

Damaged Culture and the Integrity Cost

Non-family employees often observe disparities in treatment. The refrain of "If they weren’t the boss’s son/daughter, they’d be gone" becomes a quiet consensus. This dual standard erodes a merit-based culture, diminishes organisational trust, and, in some cases, results in the exit of key non-family talent.

Emotional Dislocation and Family Fallout

The personal relationship at risk is not incidental. The child in question may experience deep shame or resentment. Parents can feel guilt, conflict, or paralysis. Other family members may take sides. Absent a plan, the professional and personal conflation can spiral into long-term relational estrangement.

Set Standards Early and Equally

The single most effective protection is early clarity. Family members must be subject to clearly defined roles, objectives, and key performance metrics. Treating family differently undermines everyone. A structured induction, consistent reviews, and equal accountability builds legitimacy.

Honest and Timely Conversations

Avoidance magnifies damage. Address underperformance as you would with any executive. Feedback should be clear, respectful, and delivered in a manner that is future-oriented. A formal review cycle can depersonalise the process and keep conversations anchored to business outcomes.

Diagnose First, Act Second

Underperformance does not always equal unfitness. It may be a misalignment of role, skill set or timing. Structured assessments, 360-degree feedback, and external coaching can provide valuable insight before decisions are made. If there is a constructive role elsewhere in the business, explore it.

Structured Off-Ramps and Dignified Transitions

If, after fair assessment, the decision is to exit, then plan the process with care. Offer alternatives such as project roles, sabbaticals, community-facing appointments or governance involvement (e.g., foundation chair). Preserve dignity, honour contribution, and offer professional outplacement or transition support.

Separate the Personal from the Professional

Make it clear—especially in family communication—that this is a business decision, not a withdrawal of love or status as a family member. Avoid conducting performance reviews at Sunday dinners or emotionally charged family events. Emotional containment and boundary discipline are critical.

Lead by Example

Demonstrate through words and actions that no one is above the standards of the business. Transparent and principled action builds trust with employees and stakeholders. This modelling is also the best signal to other family members about the seriousness of their own responsibilities.

Paralysis Through Emotion

Leaders who delay difficult conversations often do so out of love, but the unintended result is long-term dysfunction. Paralysis hurts both the business and the individual it seeks to protect.

Ambiguity in Expectations

Ambiguity is the enemy of fairness. Family members must be clear about the expectations attached to their roles. Without this, accountability cannot exist.

Sudden or Abrupt Dismissals

A child should never be surprised by a termination. Feedback loops, documented discussions, and fair warning are not just governance best practices—they are relational necessities.

Neglecting Post-Exit Relationship Management

Once a transition is made, emotional repair work often begins. Ignoring this process can result in long-term family damage. Affirm love, keep communication open, and if needed, seek third-party facilitation or family counselling.

Managing a child out of the family business is one of the most challenging leadership acts in a family business. When done poorly, it can fracture relationships, damage company culture, and stall business momentum. When done well, it affirms standards, preserves integrity, and can even enhance long-term family bonds.

The key lies in principled clarity, structured processes, and unwavering compassion. As with all enduring family businesses, the goal is continuity—of business, of values, and of relationships. This issue, while sensitive, is not insurmountable. In fact, it is a defining test of leadership maturity in the family business.

Speak to one of our advisers to learn more: paul.ashworth@cameronharrison.com.au

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