Everyone has that one conversation they’re avoiding. You’ve rehearsed it a dozen times, but still hesitate to go through with it.

Maybe a team member is underperforming, a boundary has been crossed, or tensions are growing. Whatever the reason, the stakes feel high.

It’s normal to avoid difficult conversations. You might fear making things worse or hope the problem resolves itself (bad news—it won’t).

Avoiding the issue can snowball small problems into big ones and send the message that certain behaviours are acceptable.

Ultimately, you may be sacrificing long-term culture for short-term comfort.

So what can you do instead?

• Start with curiosity, not accusation: Try “Can we talk about something I’ve noticed?” instead of “We need to talk.”

• Name your intent: Clarify that the goal is shared understanding, not blame.

• Stay rooted in values: Anchor the conversation in team or company values (e.g. respect, growth, collaboration).

• Be brave and clear: Honesty builds trust, even if it feels awkward in the moment.

• Feel confident in your approach: Attend workshops and webinars.

Having difficult conversations is an opportunity for growth, reflection, and collaboration. It’s a critical skill not only for leaders, but for everyone.

Turn those moments of discomfort into collaboration by attending our Difficult Conversations workshop.

Leadership Retreat

Canmore, Alberta | July 16–17, 8:30am – 3:30pm MT
Want to learn alongside a diverse group of leaders in the beautiful Canadian Rockies?

Join ACHIEVE founder Randy Grieser for a retreat designed to help you refresh, reflect, and grow. Randy will share insights from his own leadership journey, challenging you to think differently and evolve as a leader. You’ll explore topics from his books and gain new perspectives on key leadership challenges.

Learn more and register

Free Webinar: Empathy in Action – Trauma-Informed De-escalation

Live Webinar + Q&A | June 10, 1:00–1:45pm CDT

In this free 45-minute session, learn how a trauma-informed approach to de-escalation can help you stay grounded, respond with empathy, and reduce harm.

You’ll walk away with a practical strategy you can use right away.

After this event, you’ll:

• Understand the importance of a trauma-informed approach

• Identify common trauma responses and your role in escalation

• Recognize the role of emotion regulation in de-escalation

• Gain a new skill for your de-escalation toolbox

Led by expert trainers from Crisis & Trauma Resource Institute, the session includes a short Q&A—bring your questions!

Reserve your spot

Private Training – Just for Your Team

Available virtually or on-location

Imagine your whole team aligned and confident in their skills.

Private training boosts collaboration, builds shared knowledge, and strengthens culture. Teams that train together see better communication, stronger engagement, and renewed purpose.

Make training easier and more impactful – learn how

Featured Resource

• 5 Tips for Having a Difficult Conversation: A handy, go-to guide to help your team navigate uncomfortable situations.

ACHIEVE Centre for Leadership
Toll-Free: 877-270-9776
training@achievecentre.com
achievecentre.com

Everyone deserves to like where they work.

Posted: May 29, 2025