Mofoluwaso Ilevbare: 3 Ways To Handle Crucial Conversations


Conversations are an integral part of our daily lives. It’s our way of expressing how we feel, what we like or don’t like as we try to find the words that convey what’s going on inside.   

There’s something on your mind you’ve been meaning to ask your boss but every time the opportunity presents itself, you feel a big lump in your throat. You hear your 8-year-old daughter mention the word ‘sex’ and your heart skips a beat. You submitted a business proposal but not heard anything back. You really want this deal. Someone suggested you book a face to face appointment with the investor but you’re too scared. One of your customers never pays you on time for services rendered. Now she has requested for a bigger supply that could cause you losing money if she doesn’t pay on time. Or maybe you’re ready to take your friendship to the next level but every time you anticipate he’s going to pop the question you always end up talking about something less important. Your son has met a new girl you don’t quite like and their friendship is becoming serious. As a parent you know you should say something about it but you don’t want to hurt your child’s feelings.

How can you handle these difficult conversations? On one hand, not talking about it is eating you up, on the other hand, the thought of bringing it up makes you develop cold feet. The only way out of your misery is to have the conversation and here are 3 ways to help you:

Convince Yourself Of The Purpose And The Benefits

When you find yourself hesitating from having the conversation ask yourself: “What is the purpose of having the conversation? What benefits will I  derive from it? Will it put an end to doubts, strengthen a relationship, or correct a misconception? How can I make this conversation perceived as a win-win? Who else will benefit from the outcome of this conversation? What’s the worst that can happen?” Asking yourself these questions and finding answers to them may give you the courage you need to initiate.

Prepare and Create The Environment

Before you have the conversation, consider the factors that can enable a good discussion. Set the stage by preparing for the conversation. Look for the right moment when you feel the other person will not be distracted but if finding the right moment is making you procrastinate, you have to do it anyway. Get on a personal level without pointing accusing fingers.  Your goal should be to have a productive conversation where the communication channel is open and the discussion is less painful (for both parties) than you anticipate. Don’t go into a difficult conversation with a my-way-or-the-highway attitude. Ensure you also have time and are committed to the outcome.

Express How You Feel And Listen For A Reaction

Using the word “I” can make you vulnerable but it is the best way to truly express how you feel/felt when XYZ happened or didn’t happen. It brings the conversation to a personal level rather than an attacking mode. Speak calmly. Anticipate the possible emotions that could show up and what your reaction should be. Be clear and simple. Manage to let go of any judgments and be open to absorbing the other person’s point of view. Be ready to admit you may be wrong too. Listen with respect and project a win-win option as much as is possible. Inject some praise/positive words into the conversation but focus on the issue at hand. Bear in mind that every conversation cannot be rehearsed perfectly so your emotional intelligence skills will be tested. As the conversation ends, summarise the outcome and end on a positive note. If it’s your partner or loved ones, let them know you still love them. If it’s your boss or colleague, approach it from a place of empathy and end it on a professional note.

Difficult conversations in themselves are difficult but if you shift your mindset from the word ‘difficult’ to ‘important’, from ‘fearful’ to ‘necessary’, you are in a better shape to handle them. So, don’t shy away. The outcome may not always be a win-win but having had the conversation makes you more authentic with yourself and can be liberating too.

Question: What do you struggle with the most when it comes to having day-to-day conversations?

Comment below.

Be Unstoppable,



Mofoluwaso Ilevbare is  a soulful thought-leader, wife and mother of two. She loves God, family, life coaching and chocolate cake. Her love for writing has made her a 6-time Amazon Best-selling Author, co-authoring six Amazon best-sellers, writing fourteen books of her own. She recently received a Quilly Award in Hollywood from the National Academy of Best Selling Authors for the bestselling book “Cracking The Code To Success” co-authored with Brian Tracy, which was one of her highlights last year.  

Blog: www.mofoluwasoilevbare.com

Instagram: @mofoluwaso_ilevbare

Twitter: @folusoilevbare

Facebook: Mofoluwaso Ilevbare


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