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When forced to work with someone you dislike, don't drain your energy by faking warmth and friendliness. This feels inauthentic and will eventually leak. Instead, maintain integrity by focusing exclusively on competence: getting tasks done efficiently and aligning on professional goals.
The biggest professional and personal problems often stem from a lack of candor. Withholding honest feedback to "keep the peace" is a destructive act that enables bad behavior and builds personal resentment over time. Delivering the truth, even when difficult, is a gift that addresses problems head-on and prevents future failure.
Most leaders are conflict-avoidant. Instead of running from tension, view it as a data point signaling an unaddressed issue or misalignment. This reframes conflict from a threat into an opportunity for discovery and improvement, prompting curiosity rather than fear.
A leader's greatest weakness can be avoiding difficult conversations with employees they care about. This avoidance, meant to protect feelings, instead builds resentment and fosters an entitled culture. Direct, kind candor is essential for healthy relationships and business growth.
Showing up as your "full self" in every situation is ineffective. A better approach is "strategic authenticity," where you adjust your communication style to suit the context (e.g., a board meeting vs. a team lunch) without compromising your fundamental values.
What is often perceived as political maneuvering or a negative attitude on a team is frequently just a misunderstanding of different Working Genius profiles. For example, one person's need to talk through ideas can frustrate another's desire to just get things done. Recognizing this re-attributes conflict to wiring, not malice.
Being a "nice" boss often means pleasing the majority and avoiding conflict. True kindness in leadership involves toughness—holding high standards and having difficult conversations because you have your team's best interests at heart. Kindness is about betterment, not just being liked.
Leaders often avoid difficult conversations for fear of being disliked. However, if your core motivation is genuinely to help your employee succeed, that good intent gives you the confidence to address tough issues directly. You can risk upsetting them in the short term for their long-term growth.
In difficult conversations, leaders fail when focused on their own feelings or ego. The real work is to get to the absolute truth of the situation. This involves moving past your own reaction to understand why the person acted as they did, if the behavior is correctable, and what would truly motivate them to change.
The key to a successful confrontation is to stop thinking about yourself—whether you need to be seen as tough or be liked. The singular goal is to communicate the unvarnished truth in a way the other person can hear and act upon, without their defensiveness being triggered by your own emotional agenda.
When confronting a talented but abrasive CTO, don't just critique bad behavior. Frame the conversation around their effectiveness. Horowitz suggests saying, "You're a fantastic Director of Engineering, but not an effective CTO," because a true CTO must marshal resources across the entire company, not just manage their own team well.