20 Questions to Ignite Meaningful Conversations

Meaningful conversations have changed my life. I long for them. You can create an environment where meaningful discussions happen consistently by courageously asking great questions.

I bet you can connect many of the positive turning points in your life to inspiration that came from answering the right questions. Great questions lead to meaningful conversations.

The benefits of meaningful conversations include…

• Relationship tension decreases
• Empathy and understanding for someone you struggle with increases
• Insight into your strengths and potential is gained
• Inspiration to pursue your goals

I challenge most clients to make a list of their favorite questions to keep handy. Below are some of my favorites I’ve asked over the 3 decades as a family therapist.

“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

20 Powerful Questions

1. What is a positive habit you would like to create?
2. What energizes & excites you?
3. What’s a tipping point that changed your life trajectory?
4. How would your life change if you were 10 times bolder?
5. What do you want LESS of in your life?
6. What’s a negative habit you would like to break?
7. What do you find most fascinating and motivating about your job?
8. What is one of the hardest life challenges you’ve faced?
9. How are you different now than you were 5 years ago?
10. What can you do today to connect with and encourage someone?
11. How are you stuck (i.e., not making progress)? How can you get unstuck?
12. How have you faced a fear recently?
13. What do you want MORE of in your life?
14. How does your life reflect your core values?
15. What would you do with your time if you didn’t have your phone for a weekend?
16. How can people best encourage you when you’re struggling?
17. What is a fear that you’re avoiding?
18. What are 2 of your goals over the next 90 days?
19. What do you want to say “YES” to more?
20. What is something that always makes you smile? 
21. What’s your biggest challenge right now?
22. How do you want to be remembered when you’re gone?
23. What are the toughest decisions for you to make? 

If you found this information helpful, SUBSCRIBE TODAY to access my Free video & worksheet, Shatterproof Yourself: 7 Small Steps to a Giant Leap in Your Mental Health.

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