[rank_math_breadcrumb]

The Dos and Don’ts of Handling Courageous Conversations

  • New York City, New York, United States

Author:  Dr Michelle Rozen

Short Description

The Dos and Don’ts of Handling Courageous Conversations at work or in your personal life that needs to happen that you keep putting off? We all face difficult conversations that need to be handled, but we all dread them. We can call these ‘Courageous Conversations’ because they oftentimes require so much courage to handle. In […]

The Dos and Don’ts of Handling Courageous Conversations at work or in your personal life that needs to happen that you keep putting off? We all face difficult conversations that need to be handled, but we all dread them. We can call these ‘Courageous Conversations’ because they oftentimes require so much courage to handle.

In your personal life, this can be a conversation with a spouse, parent, sibling, or friend. In your work environment, this can be a much-dreaded conversation with your boss, your colleague, your client.

The Conversation Gap

Seven out of ten American employees would rather avoid discussion on an important work issue than tackle it head-on, according to a new study by Bravely.

This gap – of conversations that need to happen but are being avoided – negatively impacts the engagement levels and the productivity of those involved. It can also serve as the foundation behind passive-aggressive behaviors in the workplace that lead to high turnover numbers, as employees end up quitting instead of speaking up.

So, Courageous Conversations: We know that we need to have them. Some issues need to be addressed. We also know that sometimes, by initiating these courageous conversations, we are taking a risk. A big risk. Who knows what the reaction may be, and how the conversation may end? Whether at work or home, the implications and the concerns of having a Courageous Conversation are quite similar: hostility, detachment, loss of interest altogether, highly emotional reactions that are hard to manage, anger, etc.

Should I have the Conversation – or Avoid It?

To many people, the option of avoidance is tempting. We may be anxious about the ramifications of these conversations and not want to deal with them. After all, our mind prefers pleasure to pain, and if we can avoid an unpleasant or potentially painful situation, it will always pull us in that direction. The problem is that through avoidance, we simply do not accomplish anything. When a Courageous Conversation needs to take place, avoidance will only lead to a deterioration of the situation as we grow angrier and more frustrated. Sound like a productive work environment or a happy personal life? Not really.

The Dos and Don’ts of Handling Courageous Conversations

On the other hand, you should avoid making a hasty decision when it comes to having a courageous conversation, simply because of the possibility that it may not be justified; perhaps it was a single incident that you have blown out of proportion and overreacted towards. In such a case, headstrong confrontation may not be the smartest move.

So if it’s important to initiate these conversations quickly in order to take care of situations before it gets worse, and it’s also important to not be too hasty in your decision to initiate one, how are you supposed to know when it’s appropriate to have a Courageous Conversation?

Here are three questions to ask yourself if you are considering initiating a Courageous Conversation:

  1. Is this important?
  2. Is this a pattern?
  3. What can I gain out of this conversation?

If it is important if it is a pattern and if having the conversation is about making real progress along with a genuine effort to also hear what the other person has to say (as opposed to initiating the conversation in order to blow off steam), then you have a green light for Courageous Conversationing.

When Communication Happens but Does Not REALLY Happen

When it comes to actually carry out a Courageous Conversation, some people are so concerned about the consequences of confrontation that they end up delivering the message in a foggy, obscured manner. This behavior is Avoidant Communication. What had to be said was not really said clearly, and the recipient is quite likely not to really get it. This is probably the worst place to be in terms of interpersonal dynamics because the conversation had supposedly happened where in fact it did not, the other person has no idea what you had actually meant to say and nothing was accomplished.

The Four Golden Rules for Getting Your Message Across

It is so important to be clear in what you say when you decide to have a Courageous Conversation with someone. Here are your five golden rules to make sure that your message comes across, and in the clearest and most effective way:

  1. Make sure everything you say is accurate and backed up by facts
  2. Avoid unnecessary repetitions and expanding your message with an excess of adjectives, to prevent lack of accuracy. Stick to the facts and make sure that they are accurate.
  3. Practice ahead of time, many times, as preparation for your meeting
  4. Prepare to receive feedback from the recipient as well. They must have their own perspective on the situation at hand, and may even have some feedback on your behavior as well. As much as you want to be listened to and respected, your recipient may have some feedback and perspective that you might not have thought of. Be prepared to not only convey your own messages, but also to be an attentive recipient.

Courageous Conversations Dos and Don’ts

As a quick cheat sheet, here is how you have a courageous conversation. Here is what to do, and here is what to avoid:

Courageous Conversations Don’ts:

  • Don’t blame
  • Don’t get stuck in the past
  • Don’t use examples for finger-pointing
  • Don’t turn subject into a hallway talk
  • Don’t be combative
  • Don’t make it personal

Courageous Conversations Do’s:

  • DO notice and compliment change
  • DO say what needs to be said clearly
  • DO stick to the point and be consistent
  • DO create a collaborative, brainstorm atmosphere
  • DO show optimism about a positive outcome

Courageous Conversations are the Key to It All

I cannot stress this enough. The ability to be a clear, courageous and productive communicator is at the heart of success. You cannot lead effectively unless you are a solid communicator. You cannot have productive relationships at home and at work if you are avoiding conversations that need to happen. If it is important, if it is a pattern and if you can gain progress, productivity or a better relationship with the other person by having the conversation. Get to the point and have it. You so often have so much more to lose by avoiding courageous conversations than by having them.  

Contact Us at WeSpeak Global and follow us on Twitter

The articles, video and images embedded on these pages are from various speakers and talent.

These remain the property of its owner and are not affiliated with or endorsed by WeSpeak Global.

Similar to The Dos and Don’ts of Handling Courageous Conversations

Douglas Kruger - Culture and Leadership - Experts don't disqualify themselves

On Culture and Leadership, WHAT COULD POSSIBLY BE SAFER THAN A RIGID RULE…? Can debate produce greater safety than rules? Isn’t the iron-clad rule a surer safeguard against disaster? We tend to think of organisations like NASA as having more or less the same basic character despite the passage of years. But it’s not necessarily […]

  • Author: Douglas Kruger
Connie Podesta

Things to QUIT if you Ever hear that saying that says before you can grab hold of what you really want you’ve got to let go of what’s you’re currently holding on to so tightly and QUIT Starting Today?  That’s what I want to talk about in this article.  Those things that no longer serve […]

  • Author: Connie Podesta
Kgadi Mmanakana

When it comes to diversity and inclusion as a leader you need to understand one thing, you need to understand that; It is more than just activism, minorities vs the privileged, and correcting the injustices I’ve observed the efforts of many organizations and leaders when it comes to diversity, equity, and inclusion, to be more […]

  • Author: Kgadi Mmanakana
Michelle MACE Curran

My mind jumped from one random thought to the next, my heart raced, and my mouth went dry, Using Are Eustressed to fuel performance. Radio calls were being made, but I wasn’t processing what was being said. I was behind the aircraft. I was experiencing a helmet fire. In reality, I was sitting securely in […]

  • Author: Michelle " Mace" Curran
WS Logo 512

Value is the differentiator as Great businesses are not merely built on service but exceptional service and great customer experience; and an important element of their success is the VALUE IS THE DIFFERENTIATOR they deliver to their customers.  Great businesses understand that for them to thrive and survive, they need to be constantly focusing on […]

  • Author: Femi Adebanji
WS Logo 512

Speaker Solly Moeng is an experienced professional Political journalist and Branding Speaker with a career that has seen him manage a variety of branding projects in various sectors and in countries spanning several continents. He is an established independent media professional with specialisation in Reputation Management, Stakeholder Engagement Strategies, Strategic Internal & External Communications, PR […]

  • Author: Speakers Inc
WS Logo 512

There’s one thing between you and the results you want – Discover what discomfort is stopping you to be it a higher functioning team, more leadership, more money or just more joy and happiness – you know what it is? That’s right, discomfort. If you’ve read anything about the upcoming book (or listened to me, […]

  • Author: Sterling Hawkins
Rob Caskie

Social media abounds with the hype and extraordinary news of Shackleton’s ship Endurance is patience concentrated being found in 3008 meters of water in the Weddell Sea, 107 years after it was smashed by ice in 1915. This discovery has deservedly grabbed global attention. “Men wanted for hazardous journey, small wages, bitter cold, long months […]

  • Author: Rob Caskie

Our Mission

We are your partner creating memorable and engaging experiences that go beyond the event itself.

© All rights reserved 2025. Created using VOXEL THEME