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Difficult Conversations at Work: Handle Conflict & Feedback
Role Play
Rating: 4.2 out of 5(94 ratings)
4,154 students

Difficult Conversations at Work: Handle Conflict & Feedback

Handle conflict, feedback, boundaries and pushback with calm, clarity and confidence using a Toolkit + Role Play
Last updated 6/2026
English
English [Auto],

What you'll learn

  • Prepare for difficult workplace conversations by separating facts from assumptions, managing emotions, and planning a clear, professional opening.
  • Speak assertively, raise concerns, set boundaries, and give difficult feedback without becoming passive, vague, defensive, or aggressive.
  • Handle conflict, disagreement, pushback, and defensiveness with curiosity, active listening, clarification, and calm professional communication.
  • Protect trust, repair working relationships, clarify expectations, and agree on practical next steps and accountability after difficult conversations.

Course content

7 sections12 lectures53m total length
  • Difficult Conversations at Work: Handle Conflict & Feedback2:46

    Difficult conversations at work can involve conflict, feedback, boundaries, missed expectations, or relationship risk. This opening explains why avoidance often makes problems harder and introduces a practical process for preparing, speaking clearly, handling pushback, protecting trust, and agreeing on next steps. You will also see how the Toolkit and Role Play support real-world practice.

  • How to Use Your Difficult Conversations Toolkit1:51

    The Difficult Conversations Toolkit helps you prepare for uncomfortable workplace conversations before emotions take over. Use the worksheets to separate facts from assumptions, plan your opening, manage triggers, prepare feedback, set boundaries, respond to pushback, protect trust, and clarify follow-through. Keep the Toolkit nearby so each lesson can become a practical workplace action.

  • Manage Your Emotions Before a Difficult Conversation5:22

    Difficult conversations become harder when emotions drive the response. Learn how emotional intelligence, self-awareness, self-regulation, empathy, and relationship awareness can help you notice your reactions before they control the conversation. These skills support calmer communication, better listening, stronger judgment, and more constructive responses when conflict, feedback, or workplace tension begins to rise.

Requirements

  • No prior communication or conflict-management training is required. Bring a willingness to reflect, practice, and apply the tools to real workplace situations.

Description

This course contains the use of Artificial Intelligence.

Difficult conversations do not usually get easier because you avoid them.

A missed commitment, poor performance, boundary problem, uncomfortable feedback, disagreement, or growing tension can become more expensive the longer it sits unresolved.

Avoid the conversation, and the problem may grow.

Handle it badly, and you can damage trust, credibility, teamwork, and working relationships.

Difficult Conversations at Work: Handle Conflict & Feedback is designed to help you handle the conversations most people would rather postpone.

You will learn how to prepare before the conversation, manage your own reactions, separate facts from assumptions, speak clearly without becoming aggressive, listen when the other person disagrees, respond to defensiveness, give and receive difficult feedback, set boundaries, protect trust, and agree on practical next steps.

This is not a general communication course.

It is focused on the moment when something uncomfortable needs to be said.

The moment when you need to address a problem without making it worse.

The moment when someone pushes back.

The moment when feedback becomes emotional.

The moment when you need to hold a boundary, clarify an expectation, or repair trust after tension.

You will learn practical difficult-conversation skills for workplace conflict, feedback, disagreement, boundaries, accountability, pushback, and relationship repair.

Inside the course, you will practice how to:

Prepare for a difficult workplace conversation before emotions take over

Identify the real issue and separate facts from interpretations

Open the conversation clearly and professionally

Speak assertively without becoming passive or aggressive

Give difficult feedback without attacking motives or character

Stay curious when conflict or disagreement increases

Listen and ask useful questions when the other person pushes back

Receive feedback without becoming so defensive that you lose useful information

Set boundaries and clarify expectations

Protect trust while still addressing the problem

Agree on next steps, ownership, and accountability

Know when a conversation needs to pause and be revisited later

You will also receive a practical DIFFICULT CONVERSATIONS TOOLKIT.

The TOOLKIT is designed to help you prepare and apply what you learn in real situations, with tools for facts versus assumptions, emotional triggers, conversation goals, opening statements, assertive language, feedback preparation, boundaries, pushback, trust, follow-through, and post-conversation reflection.

You will also complete an INTERACTIVE ROLE PLAY.

In the ROLE PLAY, you will face a realistic workplace situation where a colleague has missed commitments, becomes defensive when questioned, and believes you are being overly critical.

You will need to manage your reaction, open the conversation clearly, address the issue directly, listen to pushback, question assumptions, protect the relationship, clarify expectations, and decide what happens next.

That is what makes this course different.

You are not only learning what a good difficult conversation should look like.

You are practicing how to handle one when the other person may not respond exactly the way you want.

I am Crystal Hutchinson, an attorney, educator, and founder of Pursuing Wisdom Academy. More than 100,000 students around the world have enrolled in my courses.

I personally oversee the learning experience, examples, TOOLKIT, ROLE PLAY, application activities, and overall course quality. Technology may support parts of production and learning, but it does not replace human judgment, communication skill, professional responsibility, or instructor oversight.

If you have ever delayed a conversation because you were not sure how to start it, this course is for you.

If you have ever softened your message so much that the real issue never got addressed, this course is for you.

If you have ever worried that speaking directly would damage the relationship, this course is for you.

If you have ever become defensive, frustrated, or uncertain when someone pushed back, this course is for you.

The cost of avoiding difficult conversations is rarely just discomfort.

It can become missed expectations, repeated problems, damaged trust, lower performance, resentment, and unnecessary conflict.

You do not need to become confrontational.

You need a better process.

If you want to handle difficult workplace conversations, conflict, feedback, boundaries, disagreement, and pushback with more calm, clarity, and confidence, ENROLL NOW and start building the skills to say what needs to be said while protecting the relationship whenever possible.

Who this course is for:

  • Professionals, employees, managers, team leads, career changers, and emerging leaders who want more confidence handling conflict, feedback, boundaries, disagreement, pushback, and other difficult workplace conversations.