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July 15, 2025 โ€ข 47 mins

Unlock Your Creativity: How to Ask Better Questions with Gregory Rutledge | Creativity Boost Podcast


In this episode of the Creativity Boost Podcast, we dive deep into the art of asking better questions with Gregory Rutledge, CEO of Question Everything, LLC. Gregory shares his journey from waiting tables to earning $250,000 a year by embracing curiosity and questioning the status quo. Discover the transformative power of inquiry, learn how to reframe your limiting beliefs, and understand why asking the right questions can lead to creative breakthroughs and financial success. Whether you're a creative, entrepreneur, or professional, this episode will inspire you to challenge conventional wisdom and rethink the way you approach problems.




Preorder Waiter to Greater by Gregory here: https://mailchi.mp/41be77df6c49/fw2gbookpreorder




00:00 Welcome to Creativity Boost Podcast

00:30 Introducing Gregory Rutledge: CEO of Question Everything

00:57 The Power of Asking Questions

01:53 The Origin of Question Everything LLC

05:41 Challenging the Status Quo

06:05 From Waiter to Greater: Gregory's Journey

11:10 The Importance of Asking the Right Questions

20:00 Empowering Creativity and Critical Thinking

22:45 The Power of Honesty, Open-Mindedness, and Willingness

24:37 The Story of the Man by the Pool of Bethesda

27:26 The Importance of Asking the Right Questions

29:12 Breaking Free from Autopilot and Routine

31:47 Overcoming the Fear of Asking Questions

34:54 The Value of Asking Questions in the Right Environment

37:57 The Impact of Great Questions on Innovation

40:10 Encouraging a Culture of Questioning

46:29 Final Thoughts and Conclusion

๐ŸŽ™๏ธ Thanks for listening


  • Each episode on Creativity Boost is a masterclass to help you become the best version of yourself.


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Book strategy session to go from creativity to cashflow: creativityaccelerator.net

๐Ÿ“ฉDownload free audio book (Ignite your Creativity): https://creativity.iredafeowolabi.net/get-audio-342

๐Ÿ“ฒ Connect with us on YouTube: www.youtube.com/@Creativityboostpodcast

Written a book or want to write a book? publishingprofitschallenge.com

๐Ÿ’ผ Invite me? https://iredafeowolabi.net/invite-me/


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