I recently came across a compelling article from the Harvard Business Review titled “Why Effective Leaders Get Branded as Problems” by Luis Velasquez, published on May 7, 2026. As I read through Velasquez’s analysis of how organisations misdiagnose high performers, I couldn’t help but be struck by how frequently I have witnessed these exact dynamics play out within the unique, often emotionally charged environment of family businesses. In the world of family-run enterprises, the line between “effective leadership” and “problematic behaviour” is often blurred by decades of tradition, unspoken power dynamics, and the “evaluation trap”.
Velasquez defines the evaluation trap as the tendency for organisations to default to visible behaviour as the problem, rather than the context shaping it. In many family businesses, “the way we’ve always done it” becomes the invisible context. When a high-performing leader—whether a family member or an outside executive—tries to introduce necessary friction to drive growth or a data based culture or a strategic mindset, they are often branded as “difficult” or “not a culture fit”.
The HBR article highlights four primary sources of leadership friction that are particularly resonant for family-run companies:
1. The System as a Blocker (The Most Dangerous Trap)
In my experience, this is the most common issue in family firms. A leader is hired or promoted to “professionalise” the business, yet the existing system resists them.
- The Conflict: The leader is told to be strategic but is constantly pulled into “firefighting” short-term issues and is judged on how much they are ready to be part of the operational, short-term issues.
- The Misdiagnosis: When the leader shows frustration, the family perceives it as a personality flaw rather than a rational response to a system that rewards “comfortable alignment” over “uncomfortable friction”.
2. Historical Reputation (Organisational Drift)
Family businesses have long memories. Velasquez notes that organisations often rely on outdated narratives rather than current evidence.
- The Family Dynamic: A leader, especially someone working at the family business for some time, may be judged based on a mistake they made years ago, regardless of how much they have grown.
- The Result: “Labels harden,” and no amount of behavioral change can shift a perception rooted in the past rather than recent performance.
3. Overextension of Identity
Often, the very strengths that built the family legacy become constraints at the next level of growth .
- The Identity Trap: A strong founder’s or present family business owner decisiveness, which was vital during earlier phases, may be perceived as “controlling” or “limiting” as the company scales up.
- The Solution: Instead of trying to fox any new leader, the goal should to gradual help them carve their space and expand their range and control remit from the present founder or owner to allow them to dial their intensity up.
4. True Skill Deficits
While Velasquez notes that true capability gaps are the minority at senior levels, they do exist. In family firms, these gaps are often masked by loyalty, making it even harder to provide the clear, objective feedback necessary for growth.
In conclusion, the cost of misdiagnosing proper capable business leaders is high. The family business likely loses capable talent, and the family will then likely prefer to select for safety over impact.As the HBR article concludes, family businesses that truly want to move ahead, must stop asking only how to fix a new leader and start asking: What if the leader is not the problem, but our diagnosis is? For family businesses to survive through generations, they must learn to distinguish between a leader who is “a problem” and a leader who is simply exposing the friction (needed change & difficult decisions) necessary for the business to evolve.
