Unleash the Power of Communication: Mastering the Art of Listening and Asking Questions

In communication, the ability to listen and ask the right questions is one of the most important things you must do to be effective. In this week’s issue, I share my favorite approaches to doing both.


Listening during the communication process is not just about hearing the words spoken by the other party. It’s about understanding their underlying interests, concerns, and emotions. It’s about capturing the nuances of their communication, both verbal and non-verbal, and responding in a way that demonstrates your understanding and respect for their perspective. This type of listening is often referred to as active listening.

Active listening involves paying full attention to the speaker, avoiding interruptions, and providing feedback that shows you’ve understood their message. It requires patience, empathy, and openness. It’s not about preparing your response while the other party is still talking, but about being fully present and engaged in the conversation.

Active listening can build trust, reduce misunderstandings, and pave the way for open and honest communication. It can help you uncover valuable information about the other party’s needs, interests, and negotiation strategy, which can be used to formulate effective responses and proposals.

Two Types of Questions

While listening is about receiving information, inquiry is about seeking information. During communications, asking the right questions can be as important as providing the right answers. Inquiry allows you to gather information, clarify understanding, and stimulate thinking.

There are two types of questions you can use when communicating: open-ended and closed-ended. Open-ended questions are broad and allow the other person to provide detailed responses, revealing their thoughts, feelings, and perspectives. They often start with words like ‘what,’ ‘how,’ ‘why,’ ‘describe,’ or ‘explain.’ Closed-ended questions, on the other hand, are narrow and elicit short or single-word answers. They are useful for confirming information or narrowing down options.

Leveraging the Power of Open-Ended Questions

Open-ended questions are inquiries that can’t be answered with a simple “yes” or “no”. They require more thoughtful and elaborate responses, prompting individuals to share their thoughts, feelings, and perspectives in detail. This makes them an essential tool during the communication process, as they can help uncover underlying issues, motivations, and interests that could aid in resolving disputes.

Uncovering underlying issues: By asking open-ended questions, you can encourage individuals to talk about their concerns, needs, and interests in more detail. This can shed light on the root causes of a dispute and facilitate a more comprehensive understanding of the situation.

Example: In a business dispute about contract terms, instead of asking, “Are you unhappy with the contract?” (which may result in a simple yes or no), you could ask, “What concerns do you have with the current contract?”

Encouraging dialogue and collaboration: Open-ended questions can stimulate conversation and engagement between parties, fostering a collaborative atmosphere. When parties feel heard and understood, they are more likely to be cooperative and open to compromise.

Example: In a typical conversation with your neighbor, instead of asking “Isn’t it a beautiful day?”, add to this closed-ended question an open-ended question, “Isn’t it a beautiful day? Any big plans this weekend?”

Creating rapport: Asking open-ended questions can also help build rapport and trust between the parties. It gives the other person permission to speak and to share details. It sends a message that their thoughts and feelings matter, which can lead to a more open and productive dialogue.

How to Ask Better Open-Ended Questions

Be genuinely curious: Your intention behind the question should be to genuinely understand the other party’s viewpoint. This curiosity will help in framing the question and the tone of your voice will communicate your genuine interest.

Encourage elaboration: Frame your questions in a way that prompts detail. “Can you tell me more about…” or “What led you to feel…” are good starting points.

Avoid leading questions: Ensure your questions don’t lead the respondent to a particular answer. You’re seeking their authentic viewpoint, not agreement with your perspective.

Practice active listening: Responding to answers by summarizing or reflecting back what you’ve heard shows you’re listening and understanding, encouraging the respondent to continue sharing.

Remember, the goal is to foster dialogue, understand better, and resolve conflicts, not to ‘win’ a conversation. Thus, using open-ended questions as a tool can greatly aid in successful negotiation and mediation.

One last thought on this topic. Keep in mind that the art of inquiry goes beyond just asking questions. It’s about asking the right questions at the right time. It’s about creating a safe and open environment that encourages the other party to share their thoughts and feelings. It’s about showing genuine interest and respect for their perspective, even if you disagree with it.


In communication, the art of listening and inquiry can be a powerful tool. It can help you build strong relationships, uncover hidden interests, and generate creative solutions.

Before we both bounce to take on the day, please hit “reply” or let me know in the comments, which approach or tip in this week’s newsletter resonated the most with you?

Thanks, and never stop making each day your masterpiece!

Mitch Jackson, Esq.
Neutral Private Mediator

Author: Mitch Jackson

I'm a California trial lawyer trying to fix the world one client, cause, and digital interaction at a time.

Please share your thoughts!

This site uses Akismet to reduce spam. Learn how your comment data is processed.

%d bloggers like this: