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Leadership Communication #32: Expect Tough Conversations

Updated: Oct 22


by Stephanie Bickel



Why Great Leaders Embrace Tough Conversations


One of the most important leadership communication skills is how to approach tough conversations. Whether it’s addressing a mistake, delivering critical feedback, or handling unexpected issues like contract cancellations or litigation, these conversations are inevitable. Yet, they are not just hurdles to overcome—they are opportunities to strengthen relationships and drive growth.


Why Leaders Must Expect Tough Conversations


Conflict is an unavoidable part of any dynamic organization. According to Harvard Business Review, 53% of employees manage toxic situations by avoiding them, often leading to greater problems down the line. Unresolved conflicts can cost businesses significantly, both in terms of financial loss and deteriorating team dynamics. For leaders, embracing these conversations rather than avoiding them is key to fostering a healthy and productive work environment—a cornerstone of effective leadership communication.


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Leadership Communciation

Reframing Tough Conversations


One of the core ideas from the "Expect Tough Conversations" lesson is that these discussions should be reframed not as difficult or negative, but as important opportunities. Leaders who approach these conversations with the right mindset can transform what might seem like a confrontation into a constructive dialogue.


Here’s how:


  • Shift Your Mindset: View tough conversations as crucial dialogues that can lead to better understanding and stronger relationships, rather than obstacles to be dreaded. This mindset shift is a fundamental aspect of strong leadership communication.


  • Lead with Empathy: The tone and style of delivery matter just as much as the message itself. Leaders should focus on being direct yet compassionate, ensuring that the conversation builds rather than diminishes trust—key principles in leadership communication.


  • Be Honest and Transparent: Authenticity is key. Whether you're addressing a failure or setting boundaries, being straightforward about what can and cannot be done helps build credibility, which is vital for effective leadership communication.


  • Focus on Listening: A significant portion of these conversations should be spent listening. This not only allows the other party to express their concerns but also provides leaders with valuable insights that can guide the discussion towards a more positive outcome. Listening is an often-overlooked element of leadership communication.


  • Plan Your Opening and Closing: Knowing how to start and end the conversation on a constructive note can set the tone for success. Begin with the key issue, engage in active listening, and close by reaffirming your commitment to resolving the matter—steps that exemplify strong leadership communication.



The Impact of Style on Tough Conversations


The lesson also emphasizes the importance of style in handling these conversations. Aggressive or abrasive approaches can damage relationships and lead to negative outcomes. Instead, leaders should adopt a style that balances firmness with empathy. For example, in high-stakes negotiations, maintaining a calm and measured tone can be more effective in achieving long-term success than a coercive approach. This balance is a critical component of effective leadership communication.


Turning Tough Conversations into Opportunities


Ultimately, the way leaders handle tough conversations can define their leadership style and the culture of their organization. By expecting, planning for, and embracing these discussions, leaders can not only resolve conflicts but also strengthen their teams and drive better outcomes. This proactive approach is essential for mastering leadership communication.


Tough conversations are an inevitable part of leadership, but they don’t have to be something to fear. With the right approach, these conversations can be transformed into opportunities for growth, stronger relationships, and lasting success—hallmarks of effective leadership communication.


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