How to handle difficult conversations at work

December 3, 2025
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How to handle difficult conversations at work

Who hasn't dreaded a difficult conversation at work? Delicate feedback, team conflicts, sensitive announcements... these moments are inevitable. Often a source of stress, they can undermine professional relationships if handled poorly. Conversely, when conducted well, these conversations become powerful levers for trust and clarity. Discover how to transform these exchanges into opportunities for constructive dialogue through three key steps: understanding, preparing, and conducting.

Understanding the challenges of difficult conversations

What makes a conversation difficult?

What makes these exchanges complex is not only their content, but the reactions they trigger. When an employee receives negative feedback or a disagreement erupts in a meeting, everyone seeks to preserve their image, their position, or the quality of the professional relationship. This can stir up emotions that are sometimes difficult to control stress, annoyance, frustration —and bring out very human fears: not being understood, losing credibility, or seeing trust erode.

What are some typical situations?

There are many typical situations: a manager who has to reprimand an employee after several instances of tardiness, two colleagues who disagree on a strategic decision, or a management team that has to announce a reorganization to its staff. In all cases, the difficulty lies not only in what is said, but also in the emotional and relational impact that it causes.

Facts, perceptions, and unspoken truths

Another frequent source of tension lies in the blurred line between facts and perceptions. For example, saying " The committee report was sent on Thursday when it was supposed to go out on Tuesday morning " is based on a measurable fact. On the other hand, saying " You don't take your coordination role seriously " reflects a perception, and therefore a judgment. This shift, often unintentional, can turn a neutral observation into a personal criticism.

Finally, things left unsaid often weigh heavily on professional relationships. During a meeting, for example, a manager proposes a new distribution of projects without consulting the entire team. One of the employees, frustrated, chooses to remain silent to avoid conflict. At the time, the tension subsides, but in the weeks that follow, motivation declines and exchanges become more distant. If, on the other hand, the employee had calmly expressed his disagreement ("I would have liked us to discuss this beforehand, I don't really understand the logic"), the discussion would have clarified everyone's objectives and intentions, ultimately strengthening mutual trust.

Prepare and create the conditions for dialogue

Clarify your objective

First and foremost, do you want to raise awareness of a certain behavior, resolve a recurring problem, or obtain a concrete commitment? 

A manager, for example, might say to themselves: " I want them to understand the effect their tardiness has on the team" or "I want us to work together to find a smoother solution for transferring files." This clarity avoids vague or defensive discussions. Also determine the key message you want the other person to take away, even if everything else is forgotten. For example: " I value your involvement, but certain behaviors undermine trust within the team."

Choosing the right conversation setting

The timing and location are just as important as the words themselves. An HR manager who has to announce a reorganization to an employee will not do so in passing: she will prefer a face-to-face conversation in a quiet office, with enough time to answer any questions. 

Therefore, as a general rule, avoid heated exchanges, interruptions, or discussions in public: a word spoken too quickly or in an inappropriate place can destroy the original intention.

Laying the foundations for a dialogue based on trust

Creating a climate conducive to discussion begins from the very first seconds. A friendly opening sentence, such as " I know this isn't an easy subject, but it's important that we talk about it together," helps to ease the tension. By adopting a listening posture and an open attitude, you give the other person the security they need to express themselves sincerely.

5 phrases to start a difficult conversation without upsetting the other person

  • My goal is for us to find a solution together.
  • I know this is a sensitive subject, but it's important that we talk about it in order to move forward.
  • I want to be transparent with you about the situation.
  • I would like to understand how you feel before sharing my own feelings.
  • We will work together to find the best possible outcome.

Conducting the conversation constructively

Communicate assertively and kindly

Saying things clearly, without aggression, is a balancing act. Methods such as DESC ( Describe, Express, Specify, Conclude) or Nonviolent Communication (Nonviolent Communication: the keys to training) enable difficult messages to be conveyed without accusation. So, instead of saying, " You never meet deadlines, it's annoying," a manager can say, " The report on client X was sent two days after the scheduled date, which delayed the sales team's presentation. I'd like us to work together to find a way to better anticipate these deadlines. " The tone changes: the message remains clear, but the door to dialogue remains open. 

To reinforce this approach to conveying your messages clearly, I suggest you consult our 5 tips for effective communication

Active listening

A difficult conversation is never a monologue. Active listening is key to defusing tensions and understanding the real causes of disagreement. When an employee expresses dissatisfaction with the distribution of tasks, rather than justifying themselves, managers can rephrase: "If I understand correctly, you feel overwhelmed since project X was added to your schedule, and you're concerned that this will affect the quality of your work?" This type of rephrasing shows genuine listening, calms emotions, and paves the way for a joint search for solutions.

Conclude and follow up 

A difficult conversation does not end when the tension subsides. Summarize the points of agreement, clarify the next steps, and plan a concrete follow-up. 

For example: " Shall we check in in two weeks to see if the adjustments are working?" This follow-up shows that your word is valuable and avoids the effect of "pressure with no follow-through."

These conversations are never easy, but they are essential for building strong and sincere professional relationships.

By taking the time to understand the issues, establish an appropriate framework, and conduct the discussion with kindness, you can transform a moment of tension into an opportunity to build trust and clarity.

The next time a sensitive topic comes up, try this approach: listen attentively, convey a clear message, and show a sincere desire to move forward together.

Who hasn't dreaded a difficult conversation at work? Delicate feedback, team conflicts, sensitive announcements... these moments are inevitable. Often a source of stress, they can undermine professional relationships if handled poorly. Conversely, when conducted well, these conversations become powerful levers for trust and clarity. Discover how to transform these exchanges into opportunities for constructive dialogue through three key steps: understanding, preparing, and conducting.

Understanding the challenges of difficult conversations

What makes a conversation difficult?

What makes these exchanges complex is not only their content, but the reactions they trigger. When an employee receives negative feedback or a disagreement erupts in a meeting, everyone seeks to preserve their image, their position, or the quality of the professional relationship. This can stir up emotions that are sometimes difficult to control stress, annoyance, frustration —and bring out very human fears: not being understood, losing credibility, or seeing trust erode.

What are some typical situations?

There are many typical situations: a manager who has to reprimand an employee after several instances of tardiness, two colleagues who disagree on a strategic decision, or a management team that has to announce a reorganization to its staff. In all cases, the difficulty lies not only in what is said, but also in the emotional and relational impact that it causes.

Facts, perceptions, and unspoken truths

Another frequent source of tension lies in the blurred line between facts and perceptions. For example, saying " The committee report was sent on Thursday when it was supposed to go out on Tuesday morning " is based on a measurable fact. On the other hand, saying " You don't take your coordination role seriously " reflects a perception, and therefore a judgment. This shift, often unintentional, can turn a neutral observation into a personal criticism.

Finally, things left unsaid often weigh heavily on professional relationships. During a meeting, for example, a manager proposes a new distribution of projects without consulting the entire team. One of the employees, frustrated, chooses to remain silent to avoid conflict. At the time, the tension subsides, but in the weeks that follow, motivation declines and exchanges become more distant. If, on the other hand, the employee had calmly expressed his disagreement ("I would have liked us to discuss this beforehand, I don't really understand the logic"), the discussion would have clarified everyone's objectives and intentions, ultimately strengthening mutual trust.

Prepare and create the conditions for dialogue

Clarify your objective

First and foremost, do you want to raise awareness of a certain behavior, resolve a recurring problem, or obtain a concrete commitment? 

A manager, for example, might say to themselves: " I want them to understand the effect their tardiness has on the team" or "I want us to work together to find a smoother solution for transferring files." This clarity avoids vague or defensive discussions. Also determine the key message you want the other person to take away, even if everything else is forgotten. For example: " I value your involvement, but certain behaviors undermine trust within the team."

Choosing the right conversation setting

The timing and location are just as important as the words themselves. An HR manager who has to announce a reorganization to an employee will not do so in passing: she will prefer a face-to-face conversation in a quiet office, with enough time to answer any questions. 

Therefore, as a general rule, avoid heated exchanges, interruptions, or discussions in public: a word spoken too quickly or in an inappropriate place can destroy the original intention.

Laying the foundations for a dialogue based on trust

Creating a climate conducive to discussion begins from the very first seconds. A friendly opening sentence, such as " I know this isn't an easy subject, but it's important that we talk about it together," helps to ease the tension. By adopting a listening posture and an open attitude, you give the other person the security they need to express themselves sincerely.

5 phrases to start a difficult conversation without upsetting the other person

  • My goal is for us to find a solution together.
  • I know this is a sensitive subject, but it's important that we talk about it in order to move forward.
  • I want to be transparent with you about the situation.
  • I would like to understand how you feel before sharing my own feelings.
  • We will work together to find the best possible outcome.

Conducting the conversation constructively

Communicate assertively and kindly

Saying things clearly, without aggression, is a balancing act. Methods such as DESC ( Describe, Express, Specify, Conclude) or Nonviolent Communication (Nonviolent Communication: the keys to training) enable difficult messages to be conveyed without accusation. So, instead of saying, " You never meet deadlines, it's annoying," a manager can say, " The report on client X was sent two days after the scheduled date, which delayed the sales team's presentation. I'd like us to work together to find a way to better anticipate these deadlines. " The tone changes: the message remains clear, but the door to dialogue remains open. 

To reinforce this approach to conveying your messages clearly, I suggest you consult our 5 tips for effective communication

Active listening

A difficult conversation is never a monologue. Active listening is key to defusing tensions and understanding the real causes of disagreement. When an employee expresses dissatisfaction with the distribution of tasks, rather than justifying themselves, managers can rephrase: "If I understand correctly, you feel overwhelmed since project X was added to your schedule, and you're concerned that this will affect the quality of your work?" This type of rephrasing shows genuine listening, calms emotions, and paves the way for a joint search for solutions.

Conclude and follow up 

A difficult conversation does not end when the tension subsides. Summarize the points of agreement, clarify the next steps, and plan a concrete follow-up. 

For example: " Shall we check in in two weeks to see if the adjustments are working?" This follow-up shows that your word is valuable and avoids the effect of "pressure with no follow-through."

These conversations are never easy, but they are essential for building strong and sincere professional relationships.

By taking the time to understand the issues, establish an appropriate framework, and conduct the discussion with kindness, you can transform a moment of tension into an opportunity to build trust and clarity.

The next time a sensitive topic comes up, try this approach: listen attentively, convey a clear message, and show a sincere desire to move forward together.

FAQ

How to handle a difficult conversation?
What is the 10-second rule for difficult conversations?
How can you make a conversation more interesting (and less tense)?

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