Dysfunctional leadership creates a self-sustaining cycle where employees vying for promotion mimic the toxic behaviors of their boss. They do this to endear themselves to the decision-maker, believing that demonstrating a better leadership style would disqualify them from the role.
In a dysfunctional environment, the absence of pushback is a significant warning sign. Humans are highly adaptive; those who can't tolerate the system leave, while those who remain learn to cope. This creates a dangerous silence, where leaders mistakenly believe everything is fine because no one is complaining.
A core value, such as a need for trust, can be a leader's greatest strength or weakness. Without self-awareness, it drives toxic behaviors like micromanaging. With self-awareness, that same value becomes a tool for explicitly setting expectations and building a strong team culture.
When a leader models extreme behavior, like working immediately after surgery, it sends an implicit message to the team: 'Your personal crises don't matter; the mission is everything.' This can inadvertently create a culture where employees feel they can't take time for personal emergencies.
A leader focused solely on personal wins creates a toxic environment that ultimately leads to their own apathy and burnout. They become disconnected from the very machine they built, creating a job they personally loathe despite their apparent success.
A leader's failure to deliver difficult feedback, even with good intentions, doesn't protect employees. It fosters entitlement in the underperformer and resentment in the leader, leading to a toxic dynamic and an inevitable, messy separation. True kindness is direct, constructive feedback.
People surrounding a so-called genius, like Picasso's friends or employees at cult-like startups, often tolerate terrible behavior. They rationalize the unpleasantness by telling themselves they are part of an extraordinary, history-making experience, which creates a toxic enabling environment.
A senior hire was instrumental in getting Snowflake's CRO promoted. Eighteen months later, that same person was found to be 'cancerous to the organization.' The CRO had to fire them and go on an 'apology tour,' a painful but necessary act of leadership to protect the company culture.
Allowing a high-performing but toxic employee to thrive sends a clear message: results matter more than people. A leader's true impact and the company's real culture are defined not by stated principles, but by the worst behavior they are willing to accept.
'Hidden blockers' like micromanagement or a need to always be right rarely stem from negative intent. They are often deep-seated, counterproductive strategies to fulfill fundamental human needs for value, safety, or belonging. Identifying the underlying need is the first step toward finding a healthier way to meet it.
Instead of trying to change a toxic superior, which is often futile, focus on leading your own team differently. Build such powerful connection, engagement, and results that your boss has no choice but to recognize the success of your approach, creating a powerful argument for culture change from the bottom up.