16 Tips On Managing Difficult Conversations as a Manager

Difficult conversations are interactions where parties face significant disagreement, conflict, or emotional distress. The study titled “Why Managers Avoid Difficult Conversations” by Joseph Grenny explains why managers shy away from difficult conversations include fear of conflict, lack of confidence, and concern about damaging relationships. Difficult conversations lead to various negative outcomes, such as decreased employee morale, increased turnover rates, and reduced productivity.

The effect of poorly managed conversations extends beyond the immediate interaction, impacting team dynamics and overall organizational health. One of the most critical strategies for effectively managing difficult conversations is “preparation”. A study published in Psychology Today, titled  “10 Steps for Having a Difficult Conversation” outlines practical steps to prepare for and conduct difficult conversations, emphasizing the importance of preparation to reduce anxiety and enhance confidence. Preparation includes gathering relevant data, considering possible outcomes, and planning responses to anticipated objections.

Training programs focusing on effective communication and conflict resolution are essential for equipping managers with the necessary skills. The programs incorporate frameworks for managing difficult conversations, emphasizing the importance of emotional intelligence (EI). Developing EI enables managers to better navigate the emotional landscape of difficult conversations, ensuring that managers remain objective and focused on resolving issues rather than escalating conflict. Involving HR, furthermore, in the process provides additional support and resources, helping to create a structured approach to managing difficult interactions. A clear understanding of the stages of conflict escalation also informs managers when to intervene and how to de-escalate tensions effectively. Recognizing the signs of escalation helps managers address issues before the problems become more challenging to resolve, fostering a more harmonious work environment.

Navigating difficult conversations is a critical skill for managers. Preparing in advance, leveraging training resources, and utilizing frameworks focused on emotional intelligence and conflict resolution enables managers to transform potential pitfalls into opportunities for growth and collaboration within the team. Below are 16 Tips On Managing Difficult Conversations as a manager.

1. Prepare Talking Points in Advance
2. Remain Objective and Focus on Facts
3. Create an Environment for Trust and Honesty
4. Aim for Understanding Above Consensus
5. Find a Solution Together
6. Be Clear and Concise in Communication
7. Practice Active Listening
8. Be Empathetic in Your Approach
9. Use Icebreakers to Start the Conversation
10. Set Clear Expectations During the Discussion
11. Provide Resources to Support Improvement
12. Follow Up Regularly to Track Progress
13. Frame Conversations Around Mutual Improvement
14. Encourage Two-Way Dialogue
15. Address Performance Issues with Specific Examples
16. Turn Difficult Conversations into Opportunities for Growth

1. Prepare Talking Points in Advance

Preparing talking points in advance outlines key topics and points you want to address before the conversation begins. Preparing talking points in advance helps ensure you cover all necessary topics and stay focused during the discussion. Preparing talking points in advance is essential for promoting open communication and resolution as preparation prevents the conversation from veering off-topic. Before a performance review, a manager prepares notes on the employee’s achievements and areas for improvement. Preparing talking points in advance builds trust as employees feel their efforts are recognized and areas for growth are identified.

A study titled “The Impact of Message Preparation on Conflict Resolution” by Judith A. Hall and Kathleen M. Taylor (Journal of Applied Communication Research, 1983), found that individuals who prepared talking points in advance were more likely to resolve conflicts successfully than individuals who did not. Spontaneity, in contrast, leads to impulsive reactions, lack of empathy, unconsidered words, escalating conflicts, and damaging relationships Careful preparation and thoughtful consideration facilitate more constructive and resolution-oriented dialogue. Being prepared naturally leads to the next tip, which is to remain objective and focus on facts.

How to prepare talking points

2. Remain Objective and Focus on Facts

Objectivity is basing the conversation on facts rather than emotions or opinions. Objectivity helps keep the discussion fair and unbiased. Objectivity is essential for promoting open communication and resolution as objectivity ensures the conversation is grounded in reality. During a conflict resolution meeting, a manager presents data on missed deadlines rather than expressing personal frustration. Focusing on facts helps build trust and credibility, leading to better employee engagement.

A study titled “Negotiation and Conflict Management: Skills, Case Studies, and Techniques” by the American Management Association (2024), highlights that effective communication, which includes remaining objective and focusing on facts, leads to a 50% reduction in conflict duration. Techniques such as active listening, mutual understanding, and assertive communication are emphasized in the study. Subjectivity, in contrast, leads to biased perceptions, unfair assumptions, and emotional reactivity. Subjectivity causes misinterpretation of facts, misattribution of motives, and unjust treatment of employees, ultimately undermining trust, fairness, and effective conflict resolution. Objectivity sets the stage for creating an environment of trust and honesty.

3. Create an Environment for Trust and Honesty

Creating an environment for trust and honesty is fostering a safe space where all parties feel comfortable sharing thoughts and feelings. Creating an environment for trust and honesty encourages open and honest communication. Creating an environment for trust and honesty is crucial for promoting open communication and resolution as honest environments ensure everyone feels heard and respected. A team leader, for example, starts meetings by encouraging team members to share thoughts without fear of judgment, which enhances employee engagement and performance.

The research titled “Trust and Managing Conflict: Partners in Developing Organizations” by Springer (2016), discusses how cooperative goals and trust promote open-minded discussions, which are crucial for resolving conflicts constructively. The research emphasizes the importance of trust in making industrial relations practices effective. Mistrust, on the other hand, leads to defensiveness, hostility, and resistance to feedback, causing employees to become guarded and less open. Mistrust escalates conflicts, hinders constructive resolution, and ultimately damages relationships, productivity, and employee retention. Trust and honesty pave the way for aiming to understand the above consensus.

How trust boosts organizations

4. Aim for Understanding Above Consensus

Prioritizing understanding is focusing on comprehending each other’s perspectives rather than just reaching an agreement. Prioritizing understanding ensures that all viewpoints are considered and valued. Prioritizing understanding is essential for promoting open communication and resolution as understanding fosters mutual respect. In a team meeting, the leader encourages members to explain personal viewpoints fully before making a decision. Prioritizing understanding leads to more innovative solutions and higher employee satisfaction.

The research titled “Managing Conflict for Effective Leadership and Organizations” published in the Oxford Research Encyclopedia of Business and Management (2014)  highlights how cooperative methods of handling conflict, which emphasize understanding and mutual respect, have powerful effects on constructive conflict resolution. Misunderstanding, in contrast, leads to miscommunication, misinterpretation, and escalation of conflicts, causing unnecessary tension, resentment, and emotional distress. Misunderstanding also diverts attention from the core issue, delaying resolution, and potentially damaging relationships and reputations. Understanding each other helps in finding a solution together.

5. Find a Solution Together

Collaborative problem-solving is working together to find mutually beneficial solutions. Collaborative problem-solving ensures that all parties are invested in the outcome. Collaborative problem-solving is crucial for promoting open communication and resolution as collaboration fosters teamwork. During a project setback, the team brainstorms solutions together rather than assigning blame, which improves project success rates.

A research titled “Approaches to Conflict Resolution” by Mayer (2012), published in The BMJ,  discusses various approaches like peer mediation and negotiation, highlighting the importance of reaching and accepting solutions together. Isolation, in contrast, prevents constructive feedback, fosters unresolved issues, and leads to feelings of disconnection and marginalization among employees, ultimately resulting in decreased morale, reduced teamwork, and increased turnover. Isolation also limits the manager’s access to valuable insights and perspectives. Finding solutions together requires clear and concise communication.

6 factors for collaborative problem solving

6. Be Clear and Concise in Communication

Clear and concise communication is expressing ideas straightforwardly and understandably. Clear and concise communication helps prevent misunderstandings and ensures everyone is on the same page. Clear and concise communication is essential for promoting open communication and resolution as clear communication makes the conversation efficient and effective. A manager, for example, provides clear instructions and expectations for a new project. Clear communication improves task completion rates.

A research titled “Effective Communication: The Key to Success” by the Allied Business Academies (2021), explores the importance of effective communication, emphasizing that clear and concise communication improves conflict resolution and fosters better relationships. Ambiguity, in contrast, is detrimental because ambiguity creates confusion, uncertainty, and mixed expectations, leading to prolonged conflicts, misunderstood resolutions, and unmet needs. Ambiguity also undermines employee trust, engagement, and accountability, and potentially escalates disputes into more complex and contentious issues. Clear communication is the foundation for practicing active listening.

7. Practice Active Listening

Active listening is fully concentrating, understanding, responding, and remembering what is being said. Active listening ensures that the speaker feels heard and valued. Active listening is crucial for promoting open communication and resolution as listening fosters mutual respect and understanding. During a feedback session, a manager listens attentively and paraphrases the employee’s concerns to ensure understanding, which improves employee satisfaction.

The research titled “The Art of Listening in Conflict Resolution: A Pathway to Understanding” was published by OneEighty on November 8, 2023 explores the significance of active listening in resolving conflicts and provides insights into becoming a better listener. Passive listening, on the other hand, in managing difficult conversations as a manager is detrimental because passive listening leads to misinterpretation, missed concerns, and unaddressed emotions, causing employees to feel unheard, dismissed, and unvalued. Passive listening escalates conflicts, erodes trust, and hinders resolution, while also perpetuating misunderstandings and unintended consequences. Active listening naturally leads to being empathetic in your approach.

How to practice active listening

8. Be Empathetic in Your Approach

Empathy is understanding and sharing the feelings of others. Empathy helps build strong, trusting relationships. Empathy is essential for promoting open communication and resolution as empathy shows that you care about the other person’s perspective. A manager, for example, acknowledges an employee’s stress and offers support during a busy period.  Empathy increases employee engagement and loyalty.

The research titled “The Role of Empathy and Compassion in Conflict Resolution” by APA PsycNet, published in 2019,  examines the role of empathy in interpersonal and intergroup relations, showing that empathy and compassion are associated with more prosocial behavior and higher readiness for reconciliation. Apathy, in contrast, leads to a lack of connection and trust. Empathy is fostered by using icebreakers to start the conversation.

9. Use Icebreakers to Start the Conversation

Icebreakers are activities or questions designed to ease tension and encourage open communication. Icebreakers help create a relaxed atmosphere. Icebreakers are crucial for promoting open communication and resolution as icebreakers make participants feel more comfortable. Icebreakers involve starting a meeting with a light-hearted question or activity. Icebreakers improve team cohesion and communication.

A study titled “Icebreakers and Energisers – Conflict Resolution Skills” by Conflict Studies discusses the rationale behind using icebreakers in conflict resolution sessions. The study highlights how icebreakers help participants become familiar with each other and the trainer, setting a positive tone for the session. Diving straight into serious topics, in contrast, increases tension. Once the conversation is started, the next is to set clear expectations during the discussion.

Icebreakers for conversations and meetings

10. Set Clear Expectations During the Discussion

Setting clear expectations is outlining what is expected from the conversation and the outcomes. Setting clear expectations ensures that all parties understand their roles and responsibilities. Setting clear expectations is essential for promoting open communication and resolution as setting clear expectations provides a clear framework for the discussion. A manager, for example, sets clear goals and timelines during a project kickoff meeting. Clear expectations improve project success rates.

A research titled “How to Clearly Set and Communicate Expectations as a Manager” by BetterUp, discusses the importance of clear communication of expectations in management. The study notes that 69% of managers reported discomfort in communicating with employees, highlighting the need for clear expectations to avoid misunderstandings. Ambiguity, on the other hand, leads to confusion and unmet goals. Clear expectations help in providing resources to support improvement.

11. Provide Resources to Support Improvement

Providing resources is offering tools, training, and support to help individuals improve. Providing resources ensures that everyone has what is needed to succeed. Providing resources is crucial for promoting open communication and resolution as providing resources shows a commitment to growth and development. A manager, for example, provides training sessions and materials to help an employee improve skills. Providing resources improves performance and job satisfaction.

A study titled “Conflict Analysis and Resolution as a Field: Core Concepts and Issues” by Louis Kriesberg and Joyce Neu on November 20, 2018, discusses the core concepts of conflict analysis and resolution, emphasizing the importance of providing resources such as training and information to help parties understand and manage conflicts constructively. Neglect, in contrast, leads to stagnation and frustration. Providing resources is the first step in following up regularly to track progress.

Resources every manager should provide for teams

12. Follow Up Regularly to Track Progress

Regular follow-ups are checking in periodically to monitor progress and provide feedback. Regular follow-ups ensure that goals are being met and any issues are addressed promptly. Regular follow-ups are essential for promoting open communication and resolution as regular follow-ups keep everyone accountable. A manager, for example, schedules regular check-ins to discuss an employee’s progress on a project, which improves goal achievement.

A study titled “Managing Conflict in Organizations” by M. Afzalur Rahim in 2017. In his book titled “Managing Conflict in Organizations (4th edition)” Rahim discusses how follow-ups in conflict resolution are essential for maintaining trust, especially in organizational settings. Regular post-conflict communication prevents misunderstandings, helps monitor the implementation of agreements, and builds stronger work relationships. Neglection, in contrast, leads to missed goals and disengagement. Regular follow-ups help in framing conversations around mutual improvement

13. Frame Conversations Around Mutual Improvement

Framing conversations around mutual improvement focuses on how both parties will grow and benefit. Framing conversations around mutual improvement ensures that the conversation is constructive and forward-looking. Framing conversations around mutual improvement is crucial for promoting open communication and resolution as conversations around mutual improvement foster a collaborative atmosphere.

During a performance review, a manager discusses how both the employee and the team improve processes together. Framing conversations around mutual improvement lead to a 20% increase in employee engagement and satisfaction. Focusing on mutual improvement enhances team dynamics and performance. Mutual improvement encourages a two-way dialogue, which is essential for effective communication.

Steps to frame conversations

14. Encourage Two-Way Dialogue

Encouraging two-way dialogue is ensuring that both parties have the opportunity to speak and listen. Encouraging two-way dialogue promotes balanced and inclusive communication. Encouraging two-way dialogue is essential for promoting open communication and resolution as encouraging two-way dialogue ensures all voices are heard. In a team meeting, for example, the leader actively invites input from all members. Two-way dialogue improves team collaboration and innovation.

The research titled “Dialogue and Two-way Symmetrical Communication in Public Relations Theory and Practice” by Petra Theunissen, Scott Davidson, Magda Pieczka, Deladem Ayimey, Kevin Stoker, and Anne Lane in 2012 discusses the application of two-way symmetrical communication in public relations. The study highlights that dialogue, as a form of two-way communication, is crucial for achieving mutual understanding and resolving conflicts in public relations. Two-way dialogue is crucial when addressing performance issues with specific examples.

15. Address Performance Issues with Specific Examples

Addressing performance issues with specific examples is providing concrete instances of behavior or outcomes. Addressing performance issues with specific examples ensures that feedback is clear and actionable. Addressing performance issues with specific examples is crucial for promoting open communication and resolution as addressing performance issues helps the recipient understand exactly what needs to change. A manager, for instance, cites specific instances of missed deadlines when discussing performance issues with an employee. Specific feedback improves performance and clarity.

A research titled “Interventions to improve Team Effectiveness within Health Care: A Systematic Review of the Past Decade” by Martina Buljac-Samardzic, Kirti D. Doekhie, Jeroen D. H. van Wijngaarden on January 8, 2020, analyzed various interventions aimed at improving team performance in healthcare. The study categorizes interventions into training, tools, organizational redesign, and programs, highlighting the effectiveness of principle-based training (e.g., CRM and TeamSTEPPS) and simulation-based training. Vagueness, in contrast, leads to confusion and lack of improvement. Addressing issues with specific examples turns difficult conversations into opportunities for growth.

Address Performance Issues With Specific Examples

16. Turn Difficult Conversations into Opportunities for Growth

Turning difficult conversations into opportunities for growth is reframing challenges as chances to learn and improve. Turning difficult conversations into opportunities for growth helps maintain a positive and constructive outlook. Turning difficult conversations into opportunities for growth is essential for promoting open communication and resolution as turning difficult conversations into opportunities for growth encourages continuous development. A manager, for example, uses a conflict resolution meeting to identify areas for team improvement and skill development.

Turning difficult conversations into opportunities for growth leads to an increase in team resilience and adaptability. A research titled  “How to Have Difficult Conversations” by Berkeley Executive Education, outlines key skills for mastering difficult conversations, such as maintaining composure, active listening, and seeking common ground. The study emphasizes how the skills turn contentious interactions into opportunities for growth and connection.

What is the training course for managing difficult conversations?

The training course for managing difficult conversations equips leaders with practical tools to handle sensitive workplace interactions effectively. Programs such as Mads Singers’ Effective Management Mastery Course emphasize strategies for improving communication, resolving conflicts, and fostering collaboration within teams.

Recognized certifications mentioned in best people management courses and their certification including offerings from Wharton Online, LinkedIn Learning, and Coursera, provide comprehensive frameworks for leadership development. The courses enhance skills in conflict resolution, performance management, and emotional intelligence, empowering managers to address complex workplace dynamics confidently and drive team success.

Training courses for managing conversation

What are some techniques for starting a difficult conversation with an employee?

Some techniques for starting a difficult conversation with an employee are preparing ahead of time, choosing the right setting, and using clear and direct language. Planning what you want to discuss, is important for focusing on the issue rather than the person to avoid sounding accusatory. Selecting a private and neutral location helps the employee feel more comfortable, reducing defensiveness.

Starting the conversation with a respectful tone, being empathetic, and allowing the employee to express perspective lead to more productive outcomes. Additionally, remaining calm and open to feedback fosters a sense of collaboration rather than conflict.

What questions should be asked to open a difficult conversation with an employee?

The questions that should be asked to open a difficult conversation with an employee are open-ended and designed to invite dialogue, such as, “How do you feel about your recent performance?” or “Can you walk me through what happened in this situation?” Such questions help to create a non-confrontational tone and encourage the employee to share their perspective.

In situations where an issue has been ongoing, a good question is, “What challenges have you been facing recently?” to understand if there are underlying problems affecting performance. Regarding conversations about behavior, a question like, “How do you think your actions have impacted the team?” prompts reflection and accountability. The questions are framed to promote constructive discussion and problem-solving.

Is there a framework for difficult conversations?

Yes, there is a framework for difficult conversations. A well-established framework for difficult conversations includes several key steps: preparing yourself before the conversation, setting the right environment, active listening, clear communication, identifying common ground and solutions, dealing with strong emotions, and following up. The framework is detailed in the article “How to have difficult conversations at work? 5+ Examples and Tips” by Risely, published on April 26, 2023.

Do effective managers use specific techniques to prepare for tough conversations?

Yes, effective managers use specific techniques to prepare for tough conversations. In the Harvard Business Review article, “How to Handle Difficult Conversations at Work” (January 15, 2015), the importance of preparation, maintaining composure, and focusing on key points is emphasized as critical strategies. Effective managers utilize the methods during 1:1 meetings, as highlighted in Julie Zhuo’s “The Making of a Manager,” where structured feedback and personalized discussions drive performance improvement.

Additionally, Mads Singers’ framework underscores the role of coaching and active listening in managing challenging conversations, and is discussed in the context of “Strategies In 1:1 Meetings for People Management”. Following the structured approaches helps managers navigate challenging discussions more effectively and fosters a positive work environment.

Is it beneficial for managers to involve HR in difficult employee discussions?

Yes, it is beneficial for managers to involve HR in difficult employee discussions. Involving HR in difficult employee discussions provides several advantages. According to the article “When should HR step in for conflict resolution?” by HR Dive, published on April 8, 2022, HR professionals offer a neutral perspective and facilitate a more structured and fair resolution process. Additionally, the article “How to have difficult conversations at work: Top tips and definition” by CultureMonkey highlights that HR helps de-escalate situations and ensure that conversations remain productive and focused on problem-solving. The insights underscore the importance of HR’s role in managing workplace conflicts and ensuring a positive outcome for all parties involved.

What is an example of a difficult conversation with an employee?

An example of a difficult conversation with an employee is discussing performance issues. A manager, in such a scenario, needs to address consistent underperformance. The best approach involves preparing specific examples of the performance issues, setting a private and comfortable environment for the discussion, and using clear, non-confrontational language. The manager listens actively to the employee’s perspective, identifies any underlying issues, and works together to create a performance improvement plan. Active listening ensures the conversation is constructive and focused on finding solutions rather than assigning blame.

How to make performance issue discussion easy

How can a manager ensure they remain objective during a difficult conversation?

A manager can ensure they remain objective during a difficult conversation by preparing thoroughly, focusing on facts, and maintaining a neutral tone. To achieve objectivity during difficult conversations, a manager gathers all relevant information and evidence before the conversation, and now has a clear understanding of the situation. During the discussion, managers stick to specific examples and avoid making assumptions or generalizations.

Managers listen actively to the employee’s perspective without interrupting or showing bias. Keeping the conversation fact-based and solution-oriented helps the manager maintain objectivity and foster a constructive dialogue, which helps in addressing the issue effectively while maintaining a professional and respectful atmosphere.

How can a manager manage emotions during difficult conversations?

A manager can manage emotions during difficult conversations by staying calm, actively listening, and applying emotional intelligence (EQ) principles, as outlined by Daniel Goleman. Emotional intelligence, built upon self-awareness, self-management, social awareness, and relationship management, enables managers to understand both personal emotions and those of others, ensuring control over reactions and maintaining a constructive dialogue.

A study published in The Leadership Quarterly demonstrated a clear link between emotional intelligence and enhanced team performance, proving emotional intelligence’s role in reducing tension and improving outcomes. Recognizing emotions driving the conversation enables managers to prevent escalation and steer discussions toward solutions. Strategies from frameworks like those offered by Mads Singers Management Consultancy provide actionable Ways to Demonstrate Empathy and Emotional Intelligence in Management, helping managers foster trust, collaboration, and positive results even during challenging situations.

How to stop difficult conversations in the workplace from Escalating?

To stop difficult conversations in the workplace from escalating, maintain control over both the conversation and emotions. Harvard Business School research highlights that unresolved conflicts cost businesses billions annually, emphasizing the importance of managing disputes effectively. A manager must remain composed, ensuring that emotions do not fuel the dialogue. By adopting a collaborative management style, setting a respectful tone, and focusing on solutions rather than blame, leaders de-escalate potential conflicts.

Additionally, being mindful of triggers that lead to conflict escalation, as discussed in “Causes of Conflict Escalation in People Management,” helps prevent minor misunderstandings from intensifying into significant disruptions. Techniques like fostering empathy, active listening, and providing regular feedback keep discussions productive and aligned with resolving issues at hand.