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15 Questions to Ignite Meaningful Conversations

The Right Questions Can Make the Difference

By on Nov 10, 2017 in Relationships | 0 comments

Powerful conversations have transformed my life for the better. I long for them. While there are no guarantees, you can create an environment where meaningful discussions are more likely to occur. Great questions are a part of creating this environment.

I have a friend from college named Aaron. I remember us having meaningful talks soon after we met. They were about our hopes and dreams. They were about our problems. They were about our families. They were real. These talks ignited a friendship that remains 20 years later.

There are many benefits to meaningful conversations including ……..

• Tense family relationships can be restored
• Learning new things about someone
• Gaining empathy for, and actually liking, someone you disliked
• Insight into your strengths and potential
• Inspiration to pursue goals you never thought possible
• Getting back on the right path and focused on the right things

Meaningful conversations almost always start with a great question. I have spent significant time figuring out what questions get people to open up and talk and here are 15 of my favorites.

“A conversation is a dialogue, not a monologue. That’s why there are so few good conversations: due to scarcity, two intelligent talkers seldom meet.” – Truman Capote

15 Great Questions

1. What is a positive habit you would like to establish?
2. How have you learned from a mistake? What mistake?
3. What do you like about yourself?
4. What do you want LESS of in your life?
5. What DRAINS you?
6. What ENERGIZES you?
7. What change could you make that would make a big difference?
8. How are you stuck (i.e not making progress)? How can you get unstuck?
9. What stops you from doing what you really like to do?
10. What do you want MORE of in your life?
11. What do you wish you were great at?
12. What do you NEED to get your life to the next level?
13. How can people best encourage you?
14. What is a favorite family tradition or one you want to start?
15. What do you need to say “No” to more?

If You Like These Questions Here’s a List of 50 Great Questions


Each of these questions is simple. Each can lead to other questions that will give you further insight into yourself and others. They are relevant to any age group. Don’t give in to the resistance many have to opening up. Ask questions anyway. People will love and respect you for your sincere interest in their lives. There is a joy that comes only from connection and I hope you experience this joy soon.

Question: Tell me about conversation you’ve had that’s improved your life?