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Difficult conversations training
how to be courageous, diplomatic and achieve great results
Difficult conversations training
how to be courageous, diplomatic and achieve great results
Why difficult conversations matter in professional settings
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When organisations equip their staff with practical tools, employees can manage workplace tensions effectively, fostering an environment where openness and respect flourish. Taking the time to develop these skills not only strengthens professional relationships but also supports a culture of transparency, helping everyone focus on shared goals.
Supervisors, team leaders, managers and any other people leaders
Full day course. Half-day and shorter workshop options available
Run at your offices in-house, or virtual classroom
difficult conversations training goals are to:
- recognise difficult situations early
- give clear and assertive feedback
- know how to prepare for and have a difficult conversation
- use active listening skills with the intention to understand others
- manage emotional reactions with emotional intelligence
- come to an agreement and gain commitment to action
- follow up on agreed actions and take further steps if needed.
Our facilitator will adapt the content and workshop style of this difficult conversations training course to the needs of the group.
The following is a one-day program outline, which we can cut to a half-day workshop based on agreed topics.
introduction and difficult conversations workshop overview
Participants will review the agenda for the day and the group will discuss their difficult conversations training objectives.
recognising difficult situations
Participants learn how to identify situations that make it necessary to step in. They will explore why it is so important to invest time in and overcome any reluctance to having that difficult conversation.
is there really a problem?
Look before you leap. Before getting into a difficult conversation that is uncomfortable for both parties, the participants look at ways to double check what the true picture is. They explore gathering information and weighing up the value of their sources to ensure they are not jumping to conclusions.
Participants will also discuss the value of conflict and how to channel differing views to promote new ideas and innovation.
why hesitate and how to be courageous?
The group explores what makes it difficult to be part of a difficult conversation at work. They build their emotional intelligence to identify their fears and hesitations. As a group they will develop strategies to overcome their internal barriers, so they will face difficult conversations courageously when back at work.
asking questions and learning to listen
The groups take a step back to discuss communication methods and reviewing what effective communication with emotional intelligence in the workplace looks like. They will spend some time practising and observing verbal and non-verbal cues, questioning skills, listening skills, and understanding body language. They will discuss the challenges around communication and how easily misunderstandings and conflict can arise.
giving feedback
Giving feedback is one of the most important skills for a manager, yet it can be the trickiest and most difficult thing to do. This session will help all group members master the skill of giving both positive and developmental feedback in a respectful and motivating way. They will understand how to give regular positive feedback and how they can give differing feedback that is motivating the team.
planning and having a challenging conversation
Participants will review a framework for having any difficult conversation. Practice makes perfect so they will spend time to use the framework to launch into that conversation and reflect on how well it worked. Having practised in this safe setting sets participants up to have a successful difficult conversation in the real world, when they are under pressure and when it matters most.
dealing with resistance
Although participants can prepare for a difficult conversation and modify their approach with emotional intelligence, they cannot necessarily control the team member’s reaction. What if the other employee gets offended or denies there is a problem? In this section the group will learn how to handle a situation where the other person does not see things in the same way.
managing emotions
In a difficult conversation it takes emotional intelligence to deal with angry, crying, yelling people, or people that shut down or refuse to listen. Participants learn how to deal with emotional responses. They will also look at what they can do to leave their own emotions about it at work, and not let it personally affect them.
dealing with difficult team members
Participants will discuss how to deal with four common types of behavioural issues: team members being over-dependent; lazy; hostile or chronically complaining! The participants will learn how best to manage these challenging behaviours to make for a much happier and productive workplace environment.
This difficult conversations training course is the perfect opportunity for participants to bring up difficult situations and difficult conversations they have faced or are facing at the moment. This course will be the perfect forum to problem solve the situation together, so they are ready to confront it with emotional intelligence the next day back at work.
why is emotional intelligence important for having difficult conversations?
A conversation requires at least two people talking to each other. Emotional intelligence plays a big part in helping to balance that conversation, saying what you need to but also listening to the response and asking relevant questions.
Sometimes the response or the way someone speaks is not as expected and you may need to rethink how you intended the conversation to go. Having that insight into what you are perceiving and adjusting your words and actions requires emotional skills. Emotional intelligence is also having self-awareness and being able to be rational about your perspective of the situation and letting go of any preconceptions you may have.
What is more, difficult conversations are situations where emotions can run high. An emotionally skilled individual is better able to anticipate these emotions and to take steps to avoid them becoming too strong. Also, EQ skills help in de-escalating emotions and ensuring the best outcomes given the situation.
In short, our difficult conversations training course is jam-packed with EQ skills because emotional intelligence skills make a difficult conversation easier for everyone!
"A person's success in life can usually be measured by the number of uncomfortable conversations he or she is willing to have.”
-Timothy Ferriss, The 4 Hour Workweek
Emotional intelligence (EI or EQ) - the capability of individuals to recognise and manage their emotions and those of others.
Being aware of the concept of EQ and then developing it is essential for employees, regardless of their role. High EQ is no longer an add-on but a ‘must-have.’
read more about difficult conversations
Common challenges and fears around having difficult conversations
Most people want to do the right thing at work, but discussing problems or conflicts can feel overwhelming. Uncertainty often holds teams back from addressing issues quickly, leading to missed opportunities for improvement. Some typical concerns include:
1. Fear of conflict escalation
- Many worry that raising a sensitive matter could spiral into anger or frustration.
- Effective difficult conversation training provides methods to prevent knee-jerk reactions.
2. Emotional discomfort
- People dread the awkwardness of dealing with a tense situation.
- Difficult conversations training helps staff approach tough topics with empathy, reducing anxiety.
3. Potential damage to relationships
- Teams may avoid direct dialogue, fearing negative impacts on professional bonds.
- Structured guidance, such as managing difficult conversations training, teaches participants how to preserve respect while still being candid.
4. Uncertainty about outcomes
- When no one is sure how the other side will react, it’s simpler to stay silent.
- Learning proven techniques allows employees to speak up constructively and work towards mutually beneficial resolutions.
By addressing these concerns through a well-designed difficult conversation training program, organisations encourage proactive, solution-focused communication throughout their teams.
Overview of trainEQ’s unique approach
At trainEQ, we combine emotional intelligence principles with hands-on teaching methods to give teams realistic strategies for managing difficult conversations training. Our focus is on helping participants understand not just the words they use, but also the emotional context behind them.
1. Interactive role-playing
- Participants practise real-life workplace scenarios, from delivering feedback on missed deadlines to discussing team conflicts.
- This approach builds confidence, ensuring staff can handle similar situations back on the job.
2. Scenario-based learning
- Rather than generic advice, we tailor examples to reflect each organisation’s unique challenges.
- Teams discover how to adapt communication styles depending on hierarchy, cultural nuances, or remote settings.
3. Emphasis on empathy
- Our difficult conversations training integrates emotional intelligence, showing teams how to identify and acknowledge underlying emotions—both their own and those of others.
- This empathetic approach minimises defensiveness, leading to constructive dialogue.
4. Practical frameworks
- We introduce step-by-step processes for structuring conversations, including setting clear objectives, active listening techniques, and follow-up actions.
- By offering repeatable methods, staff gain consistency in how they handle sensitive topics.
With this blend of role-play, emotional awareness, and real-world examples, managing difficult conversations training transforms apprehensive employees into proactive communicators.
Key takeaways from difficult conversation training
When organisations invest in a program that addresses tough discussions, they create a workforce that’s more prepared, compassionate, and solution-oriented. Here are some specific outcomes to expect from difficult conversations training:
1. Improved conflict resolution
- Staff learn to tackle tensions early, preventing small disagreements from escalating.
- Participants emerge able to keep discussions goal-focused so that issues don’t linger.
2. Stronger team relationships
- Genuinely hearing colleagues and validating their concerns fosters respect and trust.
- Even disagreements can bring teams closer when handled with honesty and empathy.
3. Heightened emotional intelligence
- Recognising triggers or nonverbal cues helps employees remain calm, especially in high-pressure moments.
- Difficult conversation training underscores the importance of understanding others’ perspectives.
4. Greater confidence in leadership roles
- Leaders comfortable with tough conversations set an example, prompting openness and accountability throughout the organisation.
- Mastering these skills encourages a culture of learning rather than blame.
5. Better productivity and collaboration
- By sorting out issues quickly, teams spend less time worried about conflicts and more energy working productively.
- A supportive environment also encourages innovation, as people feel safer sharing ideas and feedback.
Whether it’s about performance reviews, interpersonal disputes, or shifting team dynamics, the benefits of managing difficult conversations training go beyond single events—staff gain lifelong skills for navigating the complexities of professional life.
Bring clarity and respect to workplace conversations
Unresolved conflicts or unspoken frustrations can hold entire teams back. By enrolling in difficult conversations training from trainEQ, your organisation sets the stage for open, respectful discussions that drive progress rather than stall it. Our methods blend practical tactics with emotional intelligence, ensuring employees know how to keep composure, empathise with others, and reach fair solutions.
If your teams often face challenging interactions—be it with clients, vendors, team members or colleagues—our program offers the structured guidance they need. We tailor lessons to real-world scenarios, providing in-depth role-playing exercises so staff can build confidence in a supportive setting.
Contact trainEQ or visit our website to discover how our difficult conversation training can be delivered in your organisation. We’re committed to helping businesses strengthen communication and resolve conflicts in a constructive, human-centred way. Turn difficult moments into pathways for understanding—and empower your teams with the right mindset and strategies to move forward together.