Navigating Tough Talks: Essential Tips for Meaningful Conversations
- Durel Williams

- Aug 1, 2019
- 6 min read
Updated: Aug 6

We all have to have them at some point. That conversation with a loved one or a close friend; that chat you were dreading and trying desperately to avoid and can't be avoided any longer. Most times we try to delay these conversations because of how much we value the relationships (whether personal or professional) with the people with whom we need to have them. We fear this relationship will be at risk of harm, and in an attempt to save it, we avoid anything that may pose a threat - including difficult, sensitive topics.
However, this isn't always the best strategy and, sometimes in the long-term, may actually do more harm than good if the issue has major implications for the parties involved. So how can you tackle that sensitive yet meaningful conversation?
Plan ahead
It helps to thoroughly think things through before engaging in conversation about a particular issue. Think about what the objective of the conversation would be, and outline any points you'd like to make or clarify. This preparatory step can significantly enhance the quality and effectiveness of the dialogue. Before you even begin to speak, it is crucial to consider what your primary objective for the conversation is. What do you hope to achieve? Are you aiming to resolve a conflict, share information, or perhaps seek advice? By clearly defining your goal, you can steer the conversation in a direction that aligns with your intentions.
This preparation may involve jotting down key phrases or concepts that you want to emphasize, which can help you stay focused and prevent the conversation from veering off course. Moreover, creating a plan for your conversation allows you to consider how the other person may feel or react to what you are saying, as well as the manner in which you choose to express your thoughts. This consideration is not merely about anticipating their responses but rather about fostering a sense of understanding and empathy. It is essential to recognize that everyone has their own feelings and viewpoints, which may differ significantly from your own. By being mindful of this, you can approach the conversation with a more compassionate mindset, which can lead to a more productive and respectful exchange.
It is important to note, however, that while it is beneficial to think ahead about potential reactions, it is important not to fall into the trap of believing that you can accurately predict how the other person will respond. Human emotions and reactions are often complex and can be influenced by a myriad of factors that may not be apparent to you. Therefore, while you should prepare yourself for various scenarios, remain open to the flow of the conversation and be ready to adapt your approach based on the other person's responses.
Consider the method of communication
How you express yourself is often as important as what you say. There are certain topics that lend themselves more effectively to face-to-face discussions rather than being relegated to the impersonal nature of email or text messaging. This preference is grounded in the understanding that non-verbal cues—such as body language, facial expressions, and tone of voice—play a pivotal role in how messages are received and interpreted.
On the other hand, there are instances where written communication is the preferable method, particularly when dealing with contentious or complex issues. Writing allows the individual to take the necessary time to reflect on their thoughts and feelings before presenting them. This can be particularly beneficial in situations where emotions run high, as it provides a space for the writer to articulate their perspective clearly and thoughtfully without the pressure of an immediate response. Moreover, written communication gives the recipient the opportunity to digest the information at their own pace, allowing for a more thorough understanding of the nuances involved.
Ultimately, the decision on which method of communication to utilize should be guided by a careful evaluation of the specific circumstances and the nature of the relationship between the parties involved.
Consider the timing
Finding the right moment to have a difficult conversation can make a significant difference in the outcome of that discussion. It is best to ascertain that both of you are in a stable and preferrably positive mood before proceeding to discuss those hard-to-talk-about matters. Engaging in a conversation when either individual is feeling fatigued, hungry, stressed, or experiencing a general sense of low mood can lead to misunderstandings, heightened emotions, and a breakdown in communication. Therefore, if you notice that you or the other person is not in an optimal state—perhaps they are overwhelmed with work or dealing with personal issues—it is wise to reconsider the timing of the conversation.
To facilitate a more productive dialogue, it may be beneficial to suggest to the other person that you would like to have a conversation about something important. This approach can set the stage for the discussion and allow the other person to mentally prepare for what lies ahead. However, it is crucial to be mindful of the timing of this notification. If there is an extended delay between informing them of your intention to talk and the actual conversation, it can lead to unnecessary anxiety and speculation. The anticipation of a difficult discussion can weigh heavily on someone's mind, causing them to become increasingly distressed as they await the conversation.
Instead, aim for a balance where you provide enough notice for them to prepare mentally but not so much that it creates a prolonged period of worry. This could involve suggesting a specific time within a day or two to have the conversation, allowing both parties to approach the discussion with a clearer mindset. Additionally, consider the setting for the conversation; a quiet, private space can help foster a sense of safety and openness that is vital for discussing sensitive issues.
Start off on a positive note
When initiating a difficult conversation, it can be beneficial to start by acknowledging what has gone well in the relationship or situation at hand. This might include recognizing the other person's contributions, expressing gratitude for their efforts, or mentioning specific instances where their actions had a positive impact. For example, you might say, "I really appreciate how you handled the last project; your attention to detail made a significant difference." By doing this, you create an atmosphere of appreciation and respect, which can help to lower defenses and open the door to a more constructive dialogue.
Highlighting positive attributes and character traits not only serves to break the ice but also plays a crucial role in making the other person feel at ease rather than attacked. When individuals feel valued and recognized for their strengths, they are more likely to engage in the conversation with a sense of openness and willingness to collaborate. This approach shifts the focus from blame to understanding, promoting a healthier exchange of ideas and feelings. Furthermore, when you express appreciation for the other person’s qualities, you foster a sense of mutual respect. This can be particularly important in situations where emotions are running high, as it encourages both parties to approach the discussion with a mindset geared towards resolution rather than confrontation.
Be assertive
Communicating in an assertive way entails articulating your needs and concerns clearly, openly, honestly and confidently while being respectful and considerate of the other person's feelings and rights. Also, assertive communication does not ascribe blame or rush to judgment. By communicating in this way you are validating both your needs and feelings, as well as that of the other party involved.
A few key characteristics of sssertive communication include:
1. Clarity and Honesty: Assertive communicators are clear about what they want and need. They articulate their thoughts and feelings without ambiguity, which helps to avoid misunderstandings. This clarity is coupled with honesty, as they express their true feelings rather than masking them or resorting to passive-aggressive behavior.
2. Confidence: Confidence is a cornerstone of assertive communication. When individuals communicate assertively, they do so with a sense of self-assurance that their opinions and feelings are valid. This confidence can be conveyed through body language, tone of voice, and eye contact, reinforcing the message being communicated.
3. Respect for Others: While assertive communicators prioritize their own needs, they also recognize and respect the feelings and rights of others. This mutual respect is crucial; it means that while you are expressing your own needs, you are also considering how your words and actions may affect the other person. This balance is what distinguishes assertiveness from aggression.
Having tough talks can be pretty intimidating, but if you plan it out, pick the right moment, approach it well, and have some confidence, you’ll find it easier to dive into meaningful and productive conversations.
If you would like to discuss your therapeutic needs, and would like to explore the possibility of starting therapy, feel free to contact Heartspring Therapy by calling 416-688-5274, or by booking a free initial consult at heartspringtherapy.ca/book-online.
If you are having thoughts of suicide or self harm, or having strong urges to harm someone else, please contact 911, a crisis line, or go to the nearest hospital. You may also contact the Mental Health distress line by dialling 9-8-8.










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